Synthesis process of racemic phenyl ethanesulfonic acid

A technique for the synthesis of phenylethanesulfonic acid, which is applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry, etc., can solve the problems of excessive three wastes, high price of 1-bromophenylethane, and low reaction yield. Achieve high yield, easy control, and mild reaction conditions

Inactive Publication Date: 2012-11-07
ZHEJIANG YUNTAO BIOTECH
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AI Technical Summary

Problems solved by technology

The 1-bromophenylethane required by this route is expensive

Method used

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Embodiment Construction

[0011] The present invention will be further described below in conjunction with the examples, but the protection scope of the present invention is not limited to the scope of the examples.

[0012] A kind of reaction equation of the synthesis technique of Benzenesulfonic acid is as follows:

[0013] In the above formula, (±)-PES is phenylethylsulfonic acid,

[0014] The process flow is as follows:

[0015] With 1mol styrene, 1mol HCl aqueous solution and 1mol thiourea in a phase transfer catalyst quaternary ammonium salt (including but not limited to benzyltriethylammonium chloride, tetrabutylammonium bromide, tetrabutylammonium chloride, tetrabutylsulfuric acid Under the action of ammonium hydrogen, preferably tetrabutylammonium bromide), react for 3-8h (preferably 5 hours), use 1mol of inorganic alkali aqueous solution (including but not limited to sodium hydroxide aqueous solution, ammonia water, potassium hydroxide aqueous solution, etc., preferably Sodium hydroxide a...

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Abstract

The invention relates to a synthesis process of racemic phenyl ethanesulfonic acid. The conventional main production process is that 1-bromobenzene ethane is taken as a raw material to react with anhydrous ammonium hydrogen sulfite so as to generate the racemic phenyl ethanesulfonic acid, but the price of the 1-bromobenzene ethane needed by the process is high, the reaction yield is low and three wastes are multiple. The synthesis process disclosed by the invention is characterized by comprising the following steps of: reacting 1mol of styrene, 1mol of HCl water solution and 1mol of thiourea for 3-8 hours under an effect of a phase transfer catalyst quaternary ammonium salt; carrying out neutralizing by utilizing 1mol of inorganic alkali water solution to enable pH to be 5-8, reducing the temperature and separating liquid; oxidizing an organic phase in an organic acid by utilizing 2mol of hydrogen peroxide; after the oxidization, evaporating and removing the organic acid and impurities to obtain a racemic phenyl ethanesulfonic acid solution; and adding methanol to remove the salt and evaporating to obtain the racemic phenyl ethanesulfonic acid. The synthesis process disclosed by the invention selects the cheap styrene and thiourea as starting materials; sulfydryl is firstly introduced and then a target product (racemic phenyl ethanesulfonic acid) is prepared by the oxidization; and the synthesis process has the advantages of being cheap and easily-obtained in raw materials, moderate in reaction conditions, easy to control and high in yield.

Description

technical field [0001] The invention relates to a synthesis process of an important resolving agent, in particular to a synthesis process of diethylbenzenesulfonic acid. Background technique [0002] As the most effective resolving agent for p-hydroxyphenylglycine, the preparation technology of D-phenylethylsulfonic acid has attracted much attention. At present, the main production process is to use 1-bromophenylethane as raw material to react with anhydrous ammonium bisulfite to generate phenylethylsulfonic acid. The 1-bromophenylethane required by this route is expensive, the reaction yield is low, and there are many wastes. Contents of the invention [0003] Aiming at the defects in the prior art, the present invention provides a synthesis process of cyclophenylethylsulfonic acid, which has low cost of raw materials, wide sources, mild reaction conditions, easy control and high yield. [0004] For this reason, the present invention takes following technical scheme: a ...

Claims

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Application Information

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IPC IPC(8): C07C309/24C07C303/16
Inventor 朱运涛吴峰江晓明
Owner ZHEJIANG YUNTAO BIOTECH
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