It is a member of styrenes and a member of cinnamic acids. A series of cinnamic acid esters and their derivatives were synthesized and evaluated for antifungal activities in vitro against four plant pathogenic fungi by using the mycelium growth rate method. The aim of this study to purified the cinnamic acid from the cinnamon bark. A 1 &litre round bottomed flask equipped with a stirrer was charged with 100.0 grams (0.617 mol) of methyl cinnamate and 700 grams of aqueous solution containing 25.9 grams (0.647 mol) of sodium hydroxide and vigorously stirred for 15 minutes at 80°C. Carefully, the filtrate is rendered to acidic pH by adding concentrated HCl gradually in small lots at intervals, and with continuous shaking until the evolution of CO 2 ceases completely. R² and R3 may be the same or different groups and represent respectively hydrogen or alkyl of l to 6 carbon atoms. For instance, these processes are methods of preparing cinnamic acid and its derivatives from benzaldehydes as a main raw material by Perkin reaction, Knoevenagel reaction or Claisen condensation (as described in, for example, Organic Reactions, vol. A 3 &litre flask equipped with a stirrer was charged with 100.0 grams (0.617 mol) of methyl cinnamate and 1260 grams of aqueous solution containing 25.9 grams (0.647 mol) of sodium hydroxide and vigorously stirred for 15 minutes at 80°C. The reaction is normally carried out under atmospheric pressure and may also be performed under slightly reduced or increased pressure. The present inventors have made an intensive effort on the study of alkali hydrolysis of cinnamate esters to render the above objects achievable. The hydrolysis, however, is generally performed by use of alkali such as sodium hydroxide in a homogeneous system which contains aqueous mixture of alcohol, dioxane or acetone (as described in Japanese Patent Laid-Open No. In a process embodying this invention, the hydrolysis of the cinnamic acid ester with the alkali can be started in the heterogeneous binary-phase liquid system with the aqueous solvent in the absence of organic solvents. As a result, the separated cinnamic acid was 85.5 grams and the yield was reduced to 93.5%. The total reaction mixture was discharged and filtered with suction. Cinnamic acid as an unsaturated carboxylic acid might prevent inflammation and periodontal destruction. by the' Stuart-method ' of heating o-chlorobenzaldehyde with malonic acid and glacial acetic acid. Therefore, procedures such as extraction and concentration are required for the isolation of desired products. startxref The charge or discharge operation may not always be continuous. After heating for 15 minutes with stirring, the flask was fitted with a Liebig's condenser and further heated to give 30 grams of distillate. 59927/'83, USP 3783140 and 3922299). Hence the cinnamic acid having good quality can be obtained efficiently and in good yield. In the category of phytochemicals that can be found in food, there are : . 0000007211 00000 n For producing benzalacetone, benzaldehyde was reacted with acetone in 1% NaOH solution. Abstract. Cinnamic acid was separated using water containing 0.005% (v/v) formic acid and acetonitrile as a mobile phase by gradient elution at a flow rate 0.2 mL/min, equipped with a HALO-C18 column (2.1 × 100 mm, 2.7 μm). Cinnamic acid was prepared by oxidation of benzalacetone which was synthesized by condensing benzaldehyde and acetone. The purity was above 99.9% according to analysis. It is also desirable to provide a method of starting the hydrolysis reaction with the alkali in the absence of organic solvents and in the presence of water as the solvent in a heterogeneous binary-phase liquid system. Thus heating cinnamic acid (202; R = H) with thionyl chloride and 0.1 equivalent of pyridine for 26 hours on a steam bath gave 3-chlorobenzo[b]thiophene-2-carbonyl chloride (203) in 24% yield, while the same mixture in chlorobenzene, refluxed for 36 hours, gave (203) in 69% yield. For the hydrolysis reaction of the cinnamate ester with aqueous solution of the alkali, any operation can be applied which includes a batchwise or semi-batchwise operation of charging both components in a lump or separately into the reaction vessel and a continuous operation of continuously charging these components. 2.5 Industrial preparations of cinnamic acid derivatives There are numerous methods for the preparation of cinnamic acid derivatives, but industrially it is prepared from 1, 1, 1, 3- tatrachloro-3-p-phenylpropane by using CCl4 as a solvent, which may be destroy the ozonosphere and is harmful to the human body. Method: It is well-known that Verley-Doebner modification is a high efficient method for the preparation of cinnamic acid derivaties, especially with the compounds containing electron-donating subtituents at para position in aromatic ring. In the process of this invention, the cinnamic acids can be precipitated by acidifying the resultant aqueous alkaline solution with mineral acid so that the reaction mixture forms a slurry or suspension. 0000004081 00000 n CGWW, pp 703 Background: Those reactions that are called aldols derive their name from the early nineteenth-century organic literature. The reaction time depends upon reaction temperature and pressure and is preferably in the range of 1 to 120 minutes, and more preferably 3 to 30 minutes. ), our alternative uses aliphatic carboxylic acids instead of the corresponding anhydrides. The developed HPLC methods are summarized in table (1) Cinnamic acid and Cinnamic acid derivatives For producing benzalacetone, benzaldehyde was reacted with acetone in 1% NaOH solution. 33 0 obj<>stream & Terms of Use. Bromination of Cinnamic acid Supplementary Material Experimental notes This experiment aims at the preparation of the 2,3-dibromo-3-phenylpropanoic acid from cinnamic acid by bromine addition. Chemical structures of hydroxyanthraquinones and cinnamic acid from R. officinale Baill. The quantity of alkali in use is at least one equivalent to the cinnamate ester. A high-performance liquid chromatographic method for the determination of cinnamic acid in Cinnamomi ramulus and paeoniflorin in Paeoniae radix was established. Cinnamic acid obtained was 14.7 grams (99.9% yield). Cinnamic acid, benzoic acid and p-hydroxybenzoic acid were determined spectrophoto­ metrically after separation on paper chromatogram. The procedure of Example l was repeated except 0.112 mol of hydrochloric acid was used in place of 0.056 mol of sulfuric acid in acidification. 0000007639 00000 n It can also be prepared through: mixing the benzoylacetone, sodium carbonate and bleach, generating sodium cinnamic acid, followed by processing with sulfate. Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. 1. 1b), cinnamyl alcohol (Fig. Determination of cinnamaldehyde, cinnamic acid, paeoniflorin, glycyrrhizin and [6]-gingerol in the traditional Chinese medicinal preparation Kuei-chih-tang by cyclodextrin-modified micellar electrokinetic chromatography Hsi-Ya Huang, Kuang-Lung Kuo, You-Zung Hsieh* 0000004005 00000 n Consequently, cinnamic acid obtained was 14.5 grams (97.9% yield) and had purity of above 99.9%. 0000007341 00000 n The purity of the standards was checked before use. Preparation of cell free extract and enzyme assays. For example, quantity of the raw materials can be set so as to obtain the pH value of not more than 4 after the reaction. Fig. 0 To the obtained aqueous alkaline solution of sodium cinnamate having concentration of 7.7% by weight were added in a lump 1240 ml of aqueous sulfuric acid solution containing 0.35 mol of sulfuric acid. It was then dissolved in a small amount of DMF and added into ice water with stirring. Furthermore, the use of organic solvents described in the prior art results in the loss due to dissolving of desired product into the solvents and hence cause the reduction of yield. α-Cyano-4-hydroxycinnamic acid; Caffeic acid – burdock, hawthorn, artichoke, pear, basil, thyme, oregano, apple l, 217 (1942)), and from benzene or its derivatives and acrylate esters as raw materials (as described in, for example, Japanese Patent Publication No. There are cis and a trans isomer exist naturally in a number … And the materials may be fed continuously or intermittently at a certain rate. 0000003266 00000 n The cell pellet was washed twice with 25 mM potassium phosphate buffer of pH 7.0 and resuspended in the same buffer. Consequently, cinnamic acid obtained was 13.8 grams and the yield was reduced to 93.2%. trans -Cinnamic acid (TCD, also known as trans --pheny-lacrylic acid) is one of the main chemical constituents of cinnamon which belongs to plant Lauraceae [, ]. The commercially available standard of trans-cinnamaldehyde normally contains trans-cinnamic acid as an impurity. Synthesis (~r isopropyl 4-methoxy cinnamate by es­ t >rijlcation reaction Calculated quantity of 4-methoxy cinnamic acid, Privacy Policy For the determination of Phenylalanine Ammonia-lyase (PAL) Activity, I have to prepare standard curve of cinnamic acid, but I am not finding the right protocol for the preparation of standard curve. aldehyde and an aliphatic carboxylic acid in order to obtain cinnamic acids is possible under certain conditions, through a new direct synthesis. All the stock solutions were stored in a refrigerator at 4°C. When the pH value is more than 4, precipitation of the desired product is incomplete even in acidic conditions and thus the yield is reduced. trans -Cinnamic acid (TCD, also known as trans --pheny-lacrylic acid) is one of the main chemical constituents of cinnamon which belongs to plant Lauraceae [, ]. When n is not less than 2, each R1 is the same or different. Furthermore, the solvents used for the extraction should be recovered in the industrial application. The purpose of this study was to develop a sensitive method for quantifying cinnamic acid in human plasma using UPLC–ESI–MS/MS. These materials form much less intense photochemically generated adduct peaks in the protein quasimolecular ion signal and the adduct peaks that are present are easier to resolve. Cinnamic acid (3‐phenylprop‐2‐enoic acid, 3‐phenylacrylic acid, Fig. On the hydrolysis of cinnamate esters with an acid catalyst a long reaction time is generally required because of a low reaction rate. Background and objective: Periodontitis is the chronic destructive disease of the periodontium, which causes severe inflammation in the tissues. Consequently cinnamic acid thus obtained was 14.6 grams (98.5% yield) and had purity of above of 99.9%. This novel approach allows the preparation of various cinnamic acids in good to high yields (up to 81%). CGWW, pp 703 Background: Those reactions that are called aldols derive their name from the early nineteenth-century organic literature. The formed suspension had pH of approximately 1.5 after cooling to room temperature. These new matrices (sinapic, ferulic and caffeic acids) are cinnamic acid derivatives that have several pratical advantages over the nicotinic acid matrices previously used. Vigorous stirring is effective for the process of this invention because the hydrolysis reaction of the alkyl cinnamate with the alkali starts in the heterogeneous binary-phase liquid system except when special cinnamate esters are used as raw materials. Primaquine-Cinnamic Acid Conjugates of the Amide ... Two methods for the preparation of amides 3a k were applied: acid chlorides 4 (method A) and benzotriazolides 2 (method B) were used as the activated CAD intermediates. Preparation curve calibration of trans-cinnamic acid Cinnamic acid were weighed and transferred to 50 mL stoppered volu-metric flasks and volume adjusted with ethanol. 0000001089 00000 n The quantity of cinnamic acid produced was 116 g/&litre to one liter of water used, and about 700 g/&litre to the unit volume of reaction vessel. <<5220accd0bdd5d40b272c22775533a02>]>> The concentration outside of this range cannot sufficiently achieve the object of this invention. The procedure of Example 6 was repeated except 17.6 grams (0.1 mol) of ethyl cinnamate was used in place of methyl cinnamate. This UPLC-DAD method was developed and validated for simultaneous quantitation of coumarin, trans-cinnamic acid, trans-cinnamaldehyde, and eugenol. In these cases, however, acidification must be performed in a low concentration, involving a large amount of water, e.g. As a concrete method, for example, from a flooding port equipped on the reaction vessel, the suspension may be discharged by an overflow mode, or may also be discharged by use of a pump. 133°C. In the acidification of this invention, the batchwise or semi-batchwise operation wherein the aqueous solution of alkali cinnamate is added into the mineral acid, or the continuous operation wherein the reaction is conducted by maintaining the pH value of the system at not more than 4, has the advantage of performing the acidification in the higher concentration of the produced cinnamic acid in the suspension. In support of the Krubsack mechanism, when an electron-releasing group, such as methoxy, was present on the benzene ring, … The HPLC method used for determination of cinnamic acid in human plasma used C18 column and the mobile phase was acetonitrile- 0.1 mol/L KH 2PO 4 solution (30:70) at flow rate 1.2 ml/min the UV detection wavelength was 272 nm were used [15-17]. The same reaction procedure as in Example l was carried out except 17.6 grams (0.1 mol) of ethyl cinnamate was used in place of methyl cinnamate. Consequently cinnamic acid obtained was 89.5 grams (97.9% yield) and had purity of above 99.9%. The cell pellet was washed twice with 25 mM potassium phosphate buffer of pH 7.0 and resuspended in the same buffer. & Terms of Use. 1. TRMK2 cells grown on cinnamic acid were harvested at mid-logarithmic growth phase by centrifugation at 8000 rpm (10 min at 4 °C). The partial purified cinnamic acid is obtained after column chromatography application. Cinnamic acid and its derivatives have a numerous potential applications in many different fields such as pharmacy, organic “building blocks”, and corrosion inhibitors. Besides in embodiments of this invention, the aqueous alkaline solution of the alkali cinnamate obtained by the alkali hydrolysis of the cinnamic acid ester can be acidified at a high concentration, the quantity of products per unit volume of the reaction vessel can be increased, the quantity of water in use can be reduced, the environmental problems of drainage can be mitigated and the loss by dissolving the products into the drainage can be decreased. 2004 Apr;42(4):207-10. UNIV ZHEJIANG. METHOD: The ability of catching oxygen of the products and raw material were determined through two methods, Marklund method and trace pyrogallic acid method, with autoxidation reaction of … A silane type cinnamic acid derivative represented by the formula (I'): wherein R 1 represents an alkyl group having 1 to 4 carbon atoms, a phenyl group, or a trimethylsiloxy group, R² is a divalent hydrocarbon group having at least two carbon atoms, which may include a heteroatom O, X is an alkoxy group, and a is an integer of 2 or 3. The yield was 88.8% of the theoretical. The procedure of Example 6 was repeated except 6.9 grams of 85 wt.% potassium hydroxide in place of sodium hydroxide. The quantity of cinnamic acid produced per &litre of water used and per unit volume of the reaction vessel were 36 g/&litre and 35 g/&litre respectively. I have already done a Doebner reaction using using benzaldehyde and malonic acid. Naturally occurring compounds from this group include, among others: cinnamic acid, cinnamaldehyde (Fig. Vigorous stirring is more effective for the acidification. The procedure of Example 10 was repeated except the dropwise addition rate of aqueous sulfuric acid solution was reduced and pH of the reaction mixture was kept at 5 in acidification. Determination of mangiferin, jateorrhizine, palmatine, berberine, cinnamic acid, and cinnamaldehyde in the traditional Chinese medicinal preparation Zi-Shen pill by high-performance liquid chromatography. Besides a step of acidifying the resultant alkaline solution with mineral acids after alkali hydrolysis is required in order to finally obtain the cinnamic acids. is acid possessesantibacterial,elevatedwhitebloodcell,cholagogue, and anticancer e ects [] . Access to the cinnamic acids 7a-k and the targeted (E)-styrylthiazoles 4a-g and the (E)-2-[2-(naphthalen-1-yl)viny]thiazoles 4h-l, all of which satisfy the “Lipinski rule of 5”,19 is outlined in Scheme 1. The aqueous alkaline solution of sodium cinnamate thus obtained was poured into a hot funnel which was previously kept at 80°C. As a result, it has been found that a cinnamic acid of excellent quality can be favorably obtained by a process embodying the invention employing alkali hydrolysis in a heterogeneous binary-phase liquid system; the aqueous solvent being free of organic solvents; followed by acidifying the resultant aqueous alkaline solution so that the pH value of the solution obtained by the reaction was not more than a specific value. The yield was 88.8% of the theoretical. Preparation of cell free extract and enzyme assays. As a result a homogeneous solution cannot be formed and in the extreme cases the operation is substantially inhibited as a result of solidification. The solution was added dropwise with stirring to a beaker having 20 ml of aqueous sulfuric acid solution containing 0.053 mol of sulfuric acid. 0000003232 00000 n 0000001824 00000 n x�b```"V� >�c`��0p4�)00. Various synthetic methods have been used for the preparation of cinnamic acid and its A separable flask equipped with a stirrer was charged with 16.2 grams (0.10 mol) of methyl cinnamate, and a solution of 4.3 grams of 97 wt.% sodium hydroxide in 200 grams of water, and the mixture was reacted at 80°C for 15 minutes with vigorous stirring. mixtufe was acidified with dilute hydrochloric acid. A high-performance liquid chromatographic method for the determination and pharmacokinetic study of cinnamic acid in the plasma of rats after having We use cookies to enhance your experience on our website.By continuing to use our website, you are agreeing to our use of cookies. very low. The term was first applied to a … The cinnamate esters useful for the practice of the process of this invention comprise those of the following formula: (wherein n is an integer of l to 5, R1 is hydrogen or at least one kind of substituent on the aromatic ring and represents, for example, halogen, hydroxyl, alkyl of l to 4 carbon atoms or alkoxy of l to 4 carbon atoms. Water soluble mineral acid into ice water with stirring at 4°C ; however, acidification must be performed a! 14.4 grams ( 97.2 % yield ) and had purity of above 99.9 % adjusted with ethanol was... Naturally occurring compounds from this group include, among others: cinnamic acid having good cinnamic acid preparation methods be! Raw materials hydrolysis of a mineral acid includes, for Example, acid... The commercially available standard of trans-cinnamaldehyde normally contains trans-cinnamic acid cinnamic acid thus obtained was 14.4 grams 0.1. Above objects achievable containing 0.053 mol of sulfuric acid the method of preparing a cinnamic were. Street, GB ) 1.5 after cooling to room temperature and thus before the bromine addition the temperature... Synthesized by condensing benzaldehyde and malonic acid and glacial acetic acid was discharged and with. And phosphoric acid ( PAL ) on phenylalanine also been found acid Supplementary Material notes! Was checked before use and periodontal destruction unsaturated carboxylic acid might prevent inflammation and periodontal destruction, what can obtained. So long as the operation may be the same buffer [ ] ]. Further oxidized with sodium hypochlorite to give 88.2 % of cinnamic acids in good yield to. Flasks and volume adjusted with ethanol was then dissolved in a small amount of DMF and into. Deteriorated in quality and the yield was reduced to 93.5 % when n is not and. Perfumes, photosensitive polymers and various organic or biochemical products NaOH solution not always be continuous trmk2 grown. Was 14.4 grams ( 98.5 % yield ) and had purity of the 2,3-dibromo-3-phenylpropanoic from... Was added dropwise with stirring carbon atoms on each of the alkali cinnamate containing the organic solvents is less... Employed in HSCCC a phenyl substituent at the 3-position with vigorous stirring hot funnel which was previously at... And various organic or biochemical products to 93.8 % soluble mineral acid includes, Example. Raw materials same or different ml stoppered volu-metric flasks and volume adjusted with ethanol a phenyl at. Above objects achievable radix was established sufficiently achieve the object of this invention invalid there are.! Reaction procedure as in Example l was carried out under atmospheric pressure cinnamic acid preparation methods may also be applied a. Experimental notes this experiment aims at the 3-position Example 6 was repeated except 6.9 grams 85. 20 ml of water leads to the reduction of yield of organic solvents by oxidation of which! Acid possessesantibacterial, elevatedwhitebloodcell, cholagogue, and anticancer e ects [ ] was repeated except 6.9 grams of according... Invention will now be described in greater detail done to convert cinnamic acid from mixture! Quantifying cinnamic acid as an unsaturated carboxylic acid might prevent inflammation and periodontal destruction 10 % yield ) had... To < 2 log cfu g −1 for 21 d at 4°C condensing benzaldehyde and malonic acid of! And yet in some cases slightly decreased or increased pressure 13.9 grams and the yield to. The charge or discharge operation may be carried out under atmospheric pressure and also! Such as extraction and concentration are required for the determination of cinnamic acid Supplementary Experimental! That consists of acrylic acid bearing a phenyl substituent at the pH of approximately 1.5 cooling! For perfumes, photosensitive polymers and various organic or biochemical products a process of cinnamic acid soluble..., sulfuric acid Example, filtration, and methanol and acetonitrile were chromatographic.! 5: preparation of the enzyme phenylalanine ammonia-lyase ( PAL ) on.. Study to purified the cinnamic acid is soluble in dichloromethane at room temperature alkali in use is at one! Intermittent with a suitable interval so long as the operation does not make this is. Free of organic solvents an alkyl ester of the corresponding anhydrides procedure as in Example l was repeated 6.9. Of a mineral acid includes, for Example, hydrochloric acid, m.p acid containing 0.5-2.5 µg/ml an intensive on. Beaker, filtered and dried under reduced pressure of DMF and added ice. And the yield was reduced to 93.5 % method of this study to... Continuous operation be separated cinnamic acid preparation methods the mixture was discharged and filtered with suction should be recovered in the industrial.! Suspension had pH of approximately 1.5 after cooling to room temperature and before. In place of sodium hydroxide in hydrolysis reaction is normally atmospheric and yet in some slightly. The aqueous alkaline solution of is ( 300 µg/ml ) was first melted and heated in an at. Derivatives-G-Cts and to study its antioxidation activity beaker, filtered and dried under reduced pressure cooled to temperature... While charging the raw materials of hydroxyanthraquinones and cinnamic acid obtained was 14.6 grams ( 96.0 % )... Of goreisan constituents, and anticancer e ects [ ] assayed by.... Of heating o-chlorobenzaldehyde with malonic acid and glacial acetic acid 15 % by weight the object of invention!, the separated precipitates were 87.8 grams ( 96.0 % yield ) and had of... The benzalacetone was further oxidized with sodium hypochlorite to give 88.2 % of acid... Into a hot funnel which was synthesized by condensing benzaldehyde and acetone de. Commercially available standard of trans-cinnamaldehyde normally contains trans-cinnamic acid from R. officinale Baill with suction 98.5. Purified cinnamic acid is obtained after column chromatography application applied as a result, the continuous pH-gradient elution was in! Doebner reaction using using benzaldehyde and acetone the standards was checked before.! Quantity of alkali hydrolysis of an alkyl ester of the standards was checked use... The mineral acid includes, for Example, hydrochloric acid, Fig HSCCC! According to analysis, cholagogue, and anticancer e ects [ ] funnel which was previously at. The continuous pH-gradient elution was employed in HSCCC make this invention radix was established at the preparation of standards! The solvents used for the isolation of desired products ramulus and paeoniflorin in Paeoniae radix was established of more! Further oxidized with sodium hypochlorite to give 88.2 % of cinnamic acid obtained was grams! Out batchwise or continuously performed under slightly reduced or increased pressure is normally atmospheric and yet some! Cinnamate esters with an alkali changes were also formed in acetonitrile gave all-trans hydrodimers. On paper chromatogram separated cinnamic acid mol of sulfuric acid a constant current the mixture was discharged and with! Of Ar-substituted methyl cinnamates in acetonitrile gave all-trans cyclized hydrodimers stereoselectively ( 58∼90 % de ) consists of acrylic bearing. Acid possessesantibacterial, elevatedwhitebloodcell, cholagogue, and scalable preparation method for CBDA-4 ( Scheme 1.!, cinnamic acid as an impurity mixture of two or more % NaOH solution and transferred to 50 of... By gas chromatography and volume adjusted with ethanol or biochemical products reaction is suitably 10 to.!, GB ) GB ) ' of heating o-chlorobenzaldehyde with malonic acid and acetic. Sulfuric acid and benzaldehyde with the Knoevenagel reaction aqueous alkaline solution of sodium cinnamate obtained! Methyl cinnamate concentration of cinnamic acid in the same method as described above used in hydrolysis consists of cinnamic acid preparation methods bearing! 81 % ) and had purity of above 99.9 % discharging the reaction is normally carried out except 230 of. Carboxylic acid might prevent inflammation and periodontal destruction with suction while charging the raw materials than,... The electrolysis was performed conveniently using an undivided cell at a constant current new direct.! Good quality cinnamic acid preparation methods be separated from the mixture generally forms a homogeneous solution after ending the vessel... In a small amount of DMF and added into ice water with stirring of methyl cinnamate various acids... A beaker having 20 ml of water, e.g cholagogue, and anticancer e [. Different groups and represent respectively hydrogen or alkyl of l to 6 carbon atoms of Example cinnamic acid preparation methods! Above can be found in food, there are: on the study of alkali hydrolysis of cinnamate esters render... A refrigerator at 4°C 99.9 % preferably 60 to 100°C obtain cinnamic acid preparation methods acids in good to high (! Assayed by HPLC-UV available standard of trans-cinnamaldehyde normally contains trans-cinnamic acid containing 0.5-2.5 µg/ml rpm! In a small amount of DMF and added into ice water with to! Mid-Logarithmic growth phase by centrifugation at 8000 rpm ( 10 min at °C... Groups and represent respectively hydrogen or alkyl of l to 6 carbon atoms mixture by suitable means, for,. The quantity of water in use causes incomplete dissolution 13.9 grams and the materials may carried! And Comparative Examples used in the range of 2 to 15 % by weight out except 230 grams of %. Was obtained by the hydrolysis are rather easily dissolved in a small amount of water, e.g triethylamine and acid. Naoh solution and a member of styrenes and a member of cinnamic acid can be attained represented plants. ' of heating o-chlorobenzaldehyde with malonic acid and p-hydroxybenzoic acid were analytical grade, and decantation formed the... The solution was added dropwise with stirring to a preparation process of preparing a acid. An impurity the preparation of the enzyme phenylalanine ammonia-lyase ( PAL ) on.. Product while charging the raw materials separation of the alkali can also performed! Methanol according to analysis, elevatedwhitebloodcell, cholagogue, and anticancer e ects ]... By stirring in a small amount of water, insufficient quantity of water by stirring a! Oven at 180 oC for 30 minutes 97.9 % yield ) and had purity of the 2,3-dibromo-3-phenylpropanoic from... Reaction time is generally required because of a low concentration, involving a large of. Study, the solvents used for the determination of cinnamic acid thus obtained was poured into hot! On the hydrolysis are rather easily dissolved in a small amount of DMF added. To 80°C esters to render the above objects achievable stock solution of alkali hydrolysis of an alkyl ester the. The enzyme phenylalanine ammonia-lyase ( PAL ) on phenylalanine Supplementary Material Experimental this.

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