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Synthesis method of D-para-methoxy dibenzoyl tartaric acid

A technology of methoxydibenzoyl tartaric acid and methoxybenzoyl chloride, which is applied in the direction of organic chemical methods, chemical instruments and methods, and carboxylate preparation, and can solve the problems of large pollutant generation, long synthesis steps, Problems such as high production cost, to achieve the effect of wide application range, convenient post-processing, and product cost reduction

Inactive Publication Date: 2019-03-01
濮阳天健生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the long synthesis steps of D-p-methoxydibenzoyl tartaric acid in the prior art, the yield is low, the pollutant generation amount is large, the production cost is high, the product band of preparation has color, light transmittance is low problem, and a kind of synthetic method of D-p-methoxydibenzoyl tartaric acid proposed

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] A kind of synthetic method of D-p-methoxydibenzoyl tartaric acid proposed by the present invention comprises the following steps:

[0022] Preparation of S1, D-p-methoxydibenzoyl tartaric anhydride:

[0023] Add p-methoxybenzoyl chloride and xylene to the reaction kettle, raise the temperature to 130°C, then slowly add D-tartaric acid, keep warm for 1 hour after the addition is complete, follow the reaction with TLC, cool down to 25°C after the reaction, keep warm for 1 hour to crystallize, Then add methanol to the reaction kettle, stir for 0.5h, then centrifuge to dry, rinse the filter cake with a small amount of water, and purify to obtain the wet product of D-p-methoxydibenzoyl tartaric anhydride; the D-tartaric acid and p-methoxy The molar ratio of benzoyl chloride is 1:3.0; the mass ratio of D-tartaric acid and xylene is 1:1.2;

[0024] Preparation of S2, D-p-methoxydibenzoyl tartaric acid:

[0025] a. Add pure water and D-p-methoxydibenzoyl tartaric anhydride we...

Embodiment 2

[0028] A kind of synthetic method of D-p-methoxydibenzoyl tartaric acid proposed by the present invention comprises the following steps:

[0029] Preparation of S1, D-p-methoxydibenzoyl tartaric anhydride:

[0030] Add p-methoxybenzoyl chloride and xylene into the reaction kettle, raise the temperature to 133°C, then slowly add D-tartaric acid, keep warm for 3 hours after the addition is complete, TLC to follow the reaction, after the reaction is completed, cool down to 28°C, keep warm for 1 hour to crystallize, Then add methanol to the reaction kettle, stir for 0.5h, then centrifuge to dry, rinse the filter cake with a small amount of water, and purify to obtain the wet product of D-p-methoxydibenzoyl tartaric anhydride; the D-tartaric acid and p-methoxy The mol ratio of benzoyl chloride is 1:3.05; the mass ratio of D-tartaric acid and xylene is 1:1.6;

[0031] Preparation of S2, D-p-methoxydibenzoyl tartaric acid:

[0032] a. Add pure water and D-p-methoxydibenzoyl tartari...

Embodiment 3

[0035] A kind of synthetic method of D-p-methoxydibenzoyl tartaric acid proposed by the present invention comprises the following steps:

[0036] Preparation of S1, D-p-methoxydibenzoyl tartaric anhydride:

[0037] Add p-methoxybenzoyl chloride and xylene into the reaction kettle, raise the temperature to 135°C, then slowly add D-tartaric acid, keep warm for 5 hours after the addition is complete, TLC to follow the reaction, after the reaction is completed, cool down to 30°C, keep warm for 1 hour to crystallize, Then add methanol to the reaction kettle, stir for 0.5h, then centrifuge to dry, rinse the filter cake with a small amount of water, and purify to obtain the wet product of D-p-methoxydibenzoyl tartaric anhydride; the D-tartaric acid and p-methoxy The molar ratio of benzoyl chloride is 1:3.1; the mass ratio of D-tartaric acid and xylene is 1:2;

[0038] Preparation of S2, D-p-methoxydibenzoyl tartaric acid:

[0039] a. Add pure water and D-p-methoxydibenzoyl tartaric...

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Abstract

The invention belongs to the technical field of a chemical synthesis method, particularly relates to a synthesis method of D-para-methoxy dibenzoyl tartaric acid and solves the problems that the D-para-methoxy dibenzoyl tartaric acid in the prior art is long in synthesis steps, low in yield, large in pollutant output and high in production cost, and a prepared product is colored and is low in light transmittance. The synthesis method of the D-para-methoxy dibenzoyl tartaric acid comprises the following steps: S1, by taking D-tartaric acid and para-methoxy benzoyl chloride as raw materials andxylene as a solvent, carrying out esterification and anhydridisation reaction, and purifying, thus obtaining D-para-methoxy dibenzoyl tartaric acid anhydride; S2, hydrolyzing the D-para-methoxy dibenzoyl tartaric acid anhydride in pure water, and drying after completing reaction, thus obtaining the D-para-methoxy dibenzoyl tartaric acid. The synthesis method disclosed by the invention is gentle inreaction conditions, the use of a toxic substance thionyl chloride is avoided, raw materials are simple and easy to obtain, the aftertreatment is convenient, and the synthesis method is suitable forindustrial production and is beneficial for being popularized.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis methods, in particular to a synthesis method of D-p-methoxydibenzoyl tartaric acid. Background technique [0002] D-p-methoxydibenzoyl tartaric acid is a white crystalline powder that can be used in the synthesis of chiral compounds and in the synthesis of drugs. [0003] In the prior art, the method for preparing p-methoxydibenzoyl tartaric acid is: take p-methoxybenzoic acid and thionyl chloride as raw materials to produce p-methoxybenzoyl chloride, and then add Lewis acid as a catalyst, tartaric acid for esterification, anhydride reaction to generate p-methoxydibenzoyl tartaric anhydride, and finally hydrolyze under the mixing action of acetone and water to obtain p-methoxydibenzoyl tartaric acid. The above method has long reaction steps, low yield, large amount of pollutants, high production cost, the use of a catalyst to make the prepared product colored, and low light transmittan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/29C07C69/92
CPCC07B2200/07C07C67/29C07D307/56C07C69/92
Inventor 李文廷袁国龙张海清虎华杨玉峰苏庆丰苏熙盛李志军楚静波毕庆伟张力天吕庆新王亚军
Owner 濮阳天健生物科技有限公司