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Method of preparing 2-thiophenyl-5-propionyl phenyl acetic acid

A technology of propionylbenzene and phenylthio, which is applied in the field of preparation of polycyclic aromatic hydrocarbon derivatives, can solve the problems of unreported preparation methods, and achieve the effects of high product yield, simple process and low production cost

Active Publication Date: 2007-09-12
宁波翔神生化有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 2-phenylthio-5-propionylphenylacetic acid is a pharmaceutical intermediate, and its preparation method has not been reported

Method used

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  • Method of preparing 2-thiophenyl-5-propionyl phenyl acetic acid
  • Method of preparing 2-thiophenyl-5-propionyl phenyl acetic acid
  • Method of preparing 2-thiophenyl-5-propionyl phenyl acetic acid

Examples

Experimental program
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Embodiment 1

[0025] ①Put 1200g of methanol with a concentration > 99% and 1000g of o-chlorophenylacetic acid into a 2000ml reactor, stir until completely dissolved, then add 100g of concentrated sulfuric acid with a concentration ≥ 98%, and heat up to methanol reflux. After reflux for 2.5 hours, recover methanol ; Add 300g of water after the recovery of methanol, stir, static layering, and wash with 20% soda ash, then wash with water several times until neutral, layer into the intermediate product barrel, add NaSO 4 Suction dry. The yield of methyl o-chlorophenylacetate in this step is more than 92%;

[0026] ② Add AlCl to the 500ml reactor 3 220g, slowly drop 100g propionyl chloride into the reactor, cool with water, and control the temperature below 60°C; Below 60°C; after the dropwise addition, add 360g of dichloroethane, raise the temperature to reflux, keep the temperature for 2 hours, wash with water, stir, and separate the water to obtain 360g of brown emulsifiable oil. Distilla...

Embodiment 2

[0030] In 1. of embodiment 1, change the vitriol oil and methyl alcohol consumption, the vitriol oil increases to 120g, and methyl alcohol increases to 1500g, and all the other repeat embodiment 1.

Embodiment 3

[0032] In ① of embodiment 1, change the concentrated sulfuric acid and methanol consumption, the concentrated sulfuric acid is reduced to 80g, and methyl alcohol is reduced to 1000g, and all the other repeat embodiment 1.

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Abstract

This invention relates to a method for preparing 2-thiophenyl-5-propionyl phenylacetic acid, which is an intermediate of medicines and is produced that orthochloro acetic acid carries out esterification reaction with methyl alcohol catalyzed by oil of vitriol to synthesize orthochloro acetic acid methyl, which is reacted with propionyl chloride with AlCl as a catalyst to synthesize 2-chloride-5-propionyl phenylacetic acid methyl then the methyl is removed by hydrolyzation to get 2-chloride-5-propionyl phenylacetic acid to be synthesized with benzenethiol finally.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to a preparation method of sulfur-containing polycyclic aromatic hydrocarbon derivatives with propionyl and carboxyl groups. Background technique [0002] 2-phenylthio-5-propionylphenylacetic acid is a pharmaceutical intermediate, and its preparation method has not been reported. Contents of the invention [0003] The purpose of the present invention is to develop a kind of by o-chlorophenylacetic acid as raw material through esterification, propionylation reaction, then through hydrolysis demethylation, then carry out synthesis reaction with thiophenol, make 2-phenylthio-5 - The method of propionylphenylacetic acid, the raw materials are easy to obtain, the process is simple, the method is suitable for industrial production, and the product yield is high, and the production cost is relatively low. [0004] In order to achieve the above object, the technical scheme of t...

Claims

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Application Information

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IPC IPC(8): C07C323/62C07C319/14
Inventor 陈雷光张忠标顾峥
Owner 宁波翔神生化有限公司
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