4-Methoxyphenylacetic Acid CAS 104-01-8
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- Appearance: White powder
- Purity: 99. 0%min
- Stock: In stock
- Sample: Available
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4-Methoxyphenylacetic Acid: The Complete Guide
4-Methoxyphenylacetic Acid for Sale
|Chemical Name:||4-Methoxyphenylacetic Acid|
|Other Name:||Homoanisic acid; Homo-p-anisic acid|
|Type:||Pharmaceutical intermediates; Synthetic material intermediates; Organic raw materials|
What is 4-Methoxyphenylacetic Acid?
p-Methoxyphenylacetic acid (4-methoxyphenylacetic acid), generally white flaky crystals, melting point is 84-86 ° C, quickly soluble in hot water, ethyl acetate, ethanol, ether, and so on, soluble in cold water. P-methoxyphenylacetic acid is an intermediate for the synthesis of a brand-new generation of antidepressant Venlafaxine, and also a vital intermediate for the synthesis of different cardio drugs such as puerarin as well as isoflavones.
Prepared from p-methoxyacetophenone. Add ethanol, sulfur and piperazine hexahydrate into the reaction pot to reflux for 4h, and then distill out ethanol. The resulting piperazine sulfide was reacted with p-methoxyacetophenone at 135-140°C for 20 hours, and then sodium hydroxide was added to reflux for 20 hours. After the reaction, cool to below 35°C, and adjust the pH value to 8-9 with hydrochloric acid. After the sulfur is separated by a centrifuge, it is neutralized to a pH value of 3-4, cooled, centrifugally dehydrated, and the resulting crude product is refined to obtain p-methoxyphenylacetic acid.
4-Methoxyphenylacetic Acid Uses
4-Methoxyphenylacetic acid is a compound located in microbial phenolic metabolites in human feces after consuming gin, red wine, and bile totally free red wine.
4-Methoxyphenylacetic acid (104-01-8) is utilized in natural synthesis and also the pharmaceutical sector, particularly as an intermediate for puerarin. It can additionally be made use of as a possible plasma biomarker for very early detection of non-small cell lung cancer. It is also utilized as an intermediate in the pharmaceutical industry for the manufacture of dextromethorphan.
Methoxyphenylacetic acid can be used to synthesize a new generation of antidepressant Venlafaxine and puerarin for the treatment of cardiovascular diseases; Puerarin is a isoflavone derivative with the function of expanding the crown, which has the functions of antipyretic, sedative and increasing the coronary arterial blood blood flow.
4-Methoxyphenylacetic acid can be used for:
- Preparation of 4-methoxyphenylacetic acid methyl ester using mesoporous zirconia sulfate catalyst and dimethyl carbonate esterification.
- As a ligand for the synthesis of binuclear gallium (III) and phenyltin (IV) carboxylate metal complexes with significant pharmacological significance.
- As a reactant, hydroxylated (E) – stilbene is synthesized by Perkin reaction with substituted benzaldehyde.
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Application of 4-Methoxyphenylacetic Acid
P-methoxyphenylacetic acid is an important pharmaceutical intermediate, widely used in medicine, dyes and other aspects. For example, p-methoxyphenylacetic acid is an important raw material for the synthesis of dextromethorphan intermediate 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline It is also an important raw material for the synthesis of a new generation of antidepressant drug Venlafa; it is also an important intermediate for the synthesis of anti-tumor, anti-fungal and anti-bacterial drugs phenanthrenidine alkaloids α, β-diaryl-substituted acrylic acid ; In addition, p-methoxyphenylacetic acid is also a key intermediate for the synthesis of puerarin, isoflavones and other cardiovascular drugs. Other applications are as follows:
The method uses p-methoxyphenylacetic acid and 2-(cyclohexenyl)ethylamine as starting materials through acylation condensation, Bischler-Napieralski ring formation reaction, imine reduction, ether bond hydrolysis, resolution, N-alkane A total of nine steps including alkylation, Grewe cyclization and salt formation. The method obtains levolorphanol tartrate and various intermediates with high yield and high purity, and can be used as an industrial method for large-scale production.
Condensate first, add resorcinol, p-methoxyphenylacetic acid, and boron trifluoride ethyl ether in a dry reactor, heat the reaction, after the reaction is complete, add water, heat to reflux, cool to precipitate crystals, filter, and wash with water until neutral , dry to obtain the intermediate; recyclization, in the dry reaction tank, add the intermediate, triethyl orthoformate, morpholine, DMF and glacial acetic acid, separate the reaction by-product ethanol, heat to reflux, the reaction is completed, and the pressure is reduced Recover the DMF reagent, cool it down, add saturated sodium bicarbonate solution to the residue to reflux, lower the temperature, and precipitate crystals. The crude product formononetin is obtained by conventional treatment, and the refined formononetin is obtained by refining with methanol. The problem of lack of pedicelin resources has the advantages of easy-to-obtain raw materials, high-efficiency reaction, and convenience, and has high application value.
It includes the following steps: (1), adding resorcinol, zinc chloride, and p-methoxyphenylacetic acid into the drying container, vacuuming to within -0.06Mpa, stirring and reacting at 120°C~140°C for 30~120min; (2) After the reaction, cool down to below 100°C, add water to dissolve the material, stir for 30-100 minutes, cool down to 5-30°C, and crystallize; (3) Filter, wash the filter cake with water until neutral, and dry it. product. The invention has a reasonable design, uses zinc chloride as a catalyst, and can prepare the key intermediate of formononetin by adjusting the temperature and pressure, that is, under mild reaction conditions and negative pressure conditions, without special equipment and corrosion to equipment Small safety, fast safety, easy operation, small waste liquid, and little pollution.
Synthetic Method of 4-Methoxyphenylacetic Acid
Concerning its artificial technique, the reports in the house and also abroad mostly include the following:
- Cyanide approach, typically respond with p-methoxybenzyl chloride and also sodium cyanide to create p-methoxyphenylacetonitrile, the latter is hydrolyzed to get p-methoxyphenylacetic acid, this method will certainly utilize very toxic cyanide, Consequently, there are severe safety and security dangers.
- Acetophenone rearrangement approach, which normally makes use of p-methoxyacetophenone raw material, responds with sulfur and piperazine hexahydrate, and also gets p-methoxyphenylacetic acid with rearrangement as well as hydrolysis, yet the sulfide generated by this method Hydrogen is highly hazardous as well as stinky, and the yield is not high.
- Oxylation method, which utilizes p-methoxybenzyl chloride as a resources, and under the action of a catalyst, reacts with CO to create p-methoxyphenylacetic acid. The downside of this approach is that the driver utilized is pricey, and also CO is dangerous. Also bigger.
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