Synthetic method of methyl 3, 4-dimethoxybenzoate

A technology of methyl dimethoxybenzoate and a synthesis method, which is applied in the field of synthesis of methyl 3,4-dimethoxybenzoate, can solve the problems of unfavorable industrial production, poor safety, and high reaction temperature, and can reduce the The effect of three wastes, reducing dosage and high yield

Pending Publication Date: 2022-04-08
SHANDONG HOLLY PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the synthesis of methyl 3,4-dimethoxybenzoate needs to use highly dangerous 98% concentrated sulfuric acid...

Method used

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preparation example Construction

[0023] The invention provides a kind of synthetic method of 3,4-dimethoxymethyl benzoate, comprising the following steps:

[0024] Under the catalysis of dicyclohexylcarbodiimide, the veratric acid and methanol are subjected to an esterification reaction to obtain methyl 3,4-dimethoxybenzoate; the temperature of the esterification reaction is below 45°C.

[0025] In the present invention, the preparation method of described veratronic acid preferably comprises the following steps:

[0026] Mix veratraldehyde, water, liquid caustic soda and hydrogen peroxide for oxidation reaction to obtain veratronic acid.

[0027] In the present invention, the concentration of described liquid caustic soda is preferably 30wt%, and described hydrogen peroxide is preferably used in the form of hydrogen peroxide, and the concentration of described hydrogen peroxide is preferably 27wt%; The consumption of described veratraldehyde, liquid caustic soda and hydrogen peroxide The ratio is preferably...

Embodiment 1

[0036] Add 500g of water and 60g of veratraldehyde into a clean, odor-free flask, heat to 40°C, stir until all the raw materials are dissolved, then add 60mL of 30% liquid caustic soda, stir for 15min, then slowly add 180mL of hydrogen peroxide dropwise to control the temperature At 30~35°C, the temperature will rise during the dropwise addition, and the dropwise addition will be completed within 3 hours. Stir for 30 minutes, then raise the temperature to 55°C, keep it warm for 2 hours, then raise the temperature to 60°C and keep it for 3 hours, take a sample for testing, after passing the test, lower the temperature to 25°C, add water and hydrochloric acid to adjust the pH to 2, and finally filter, wash and dry to obtain veratric acid .

Embodiment 2

[0038] Add 2000g of dichloromethane to the flask, add 500g of veratronic acid and 132g of methanol (the molar ratio of veratronic acid:methanol is 1:1.5), stir for 30min, add 680g of DCC (dicyclohexylcarbodiimide), and then raise the temperature To 30°C, keep warm for 3 hours and take a sample for detection. After passing the test, lower the temperature to 15°C-25°C, add 200g of water and stir for 30min, then press filter to remove DCU, then wash the organic phase with 200g of water once, and evaporate the solvent to obtain the target product 3. 522.3g of methyl 4-dimethoxybenzoate, yield 97.0%, the solvent is recycled, and the DCU is returned to the factory for recycling.

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Abstract

The invention relates to the technical field of chemical production, and provides a synthetic method of methyl 3, 4-dimethoxybenzoate. According to the invention, dicyclohexylcarbodiimide is used as a catalyst to catalyze the esterification reaction of veratric acid and methanol, the reaction conditions are mild, the product yield is high, the methanol consumption is less, and dicyclohexylcarbodiimide has no danger, is green and environment-friendly, and is more suitable for industrial production. Furthermore, in the synthesis method provided by the invention, the dicyclohexylcarbodiimide and the solvent can be recycled, and the amount of generated three wastes is small.

Description

technical field [0001] The invention relates to the technical field of chemical production, in particular to a method for synthesizing methyl 3,4-dimethoxybenzoate. Background technique [0002] The molecular formula for methyl 3,4-dimethoxybenzoate is C 10 h 12 o 4 , with a relative molecular weight of 196.2, is off-white powder, also known as methyl verarate, with a melting point of 59~62°C and a boiling point of 283°C, insoluble in water. Methyl 3,4-dimethoxybenzoate is an important intermediate in organic synthesis. At present, the market for methyl 3,4-dimethoxybenzoate in my country is developing rapidly, and the output of products continues to expand. [0003] At present, the synthesis of methyl 3,4-dimethoxybenzoate needs to use highly dangerous 98% concentrated sulfuric acid as a catalyst, and the reaction temperature is high (above 96°C), which is not safe and is not conducive to industrial production. Contents of the invention [0004] In view of this, the ...

Claims

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Application Information

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IPC IPC(8): C07C69/92C07C67/08
Inventor 吴华强李兰花裘月南刘志远张洪圆姜立军蔺珍盖树强孙宽宽
Owner SHANDONG HOLLY PHARM CO LTD
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