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Synthetic method of 4-methoxysalicylic acid

A technology of methoxysalicylic acid and a synthesis method, which is applied in chemical instruments and methods, separation/purification of carboxylic acid compounds, preparation of carboxylate salts, etc., can solve the problems of complex production process, many industrial waste water, heavy pollution and the like , to achieve the effect of high purity, less waste water and less pollution

Inactive Publication Date: 2019-02-01
CHANGZHOU VOCATIONAL INST OF ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, at present, the industrial production of this product mainly uses highly toxic dimethyl sulfate as a methylating reagent.

Method used

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  • Synthetic method of 4-methoxysalicylic acid
  • Synthetic method of 4-methoxysalicylic acid

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The specific process of the preparation of 4-methoxy potassium salicylate in the present embodiment is as follows:

[0023] (1) Add 1.62g (0.03mol) sodium methoxide and 9.7ml (0.24mol) methanol solution into a 250ml four-neck flask, slowly add 2.31g (0.015mol) of 2,4-dihydroxybenzoic acid into sodium methoxide -In the methanol mixture, slowly add 1.86 g (0.01 mo) of methyl p-toluenesulfonate dropwise, the temperature is controlled below 30°C, after the dropwise addition is completed, the temperature is raised to 60°C, and stirred for 2h.

[0024] (2) Change the device into an atmospheric distillation device to remove most of the methanol to obtain a reaction mixture. While stirring, the reaction mixture was quickly poured into the hydrochloric acid ice-water mixture, a large amount of white solid matter was precipitated, filtered with suction, rinsed with warm water 2-3 times, and dried to obtain 2 g of 4-methoxysalicylic acid.

[0025] (3) Spread 2-5cm of silicon diox...

Embodiment 2

[0029] The specific process of the preparation of 4-methoxysalicylic acid in the present embodiment is as follows:

[0030] (1) Add 28.13g (0.52mol) of sodium methoxide and 167ml (4.12mol) of methanol into a 500ml four-necked flask, and slowly add 39.9g (0.26mol) of 2,4-dihydroxybenzoic acid into sodium methoxide- To the methanol mixture, 132.29 g (0.71 mol) of methyl p-toluenesulfonate was slowly added dropwise, and the temperature was controlled below 30°C. After the dropwise addition, the temperature was raised to 60°C and stirred for 2 hours.

[0031] (2) Change the device into an atmospheric distillation device to remove most of the methanol to obtain a reaction mixture. While stirring, the reaction mixture was quickly poured into the hydrochloric acid ice-water mixture, a large amount of white solid matter was precipitated, filtered by suction, rinsed with warm water 2-3 times, and dried to obtain 14 g of crude 4-methoxysalicylic acid.

[0032] (3) Spread 2~5cm of silic...

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Abstract

The invention belongs to the technical field of organic chemical synthesis and discloses a synthetic method of 4-methoxysalicylic acid, comprising the steps of (1) reacting for preparation, to be specific, adding 2,4-dihydroxybenzoic acid into methanol solution of sodium methylate, dropwise adding methyl p-toluenesulfonate, and stirring the reaction solution; (2) distilling, to be specific, distilling the reaction solution of step (1), and removing methanol; (3) acidifying, to be specific, pouring the reaction solution of step (2) into an ice water mixture with hydrochloric acid, and stirring;(4) filtering and cleaning, to be specific, filtering the mixture of step (3), and cleaning with water to obtain crude 4-methoxysalicylic acid. The methyl p-toluenesulfonate having little toxicity isused to replace highly toxic dimethyl sulfate; the sodium methylate is used as a catalyst; few byproducts are produced; the preparation process is simple; little wastewater is generated; light pollution is caused; the prepared 4-methoxysalicylic acid has high purity and high yield.

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis, in particular to a method for synthesizing 4-methoxysalicylic acid. Background technique [0002] The structure of 4-methoxysalicylic acid is similar to that of salicylic acid, and it is the precursor of a new type of medicinal ingredient, potassium 4-methoxysalicylate. Potassium 4-methoxysalicylate is a new generation of whitening active ingredient, which is widely used in cosmetics. Potassium 4-methoxysalicylate can coordinate keratin metabolism, correct abnormal hyperplasia of the epidermis, promote the discharge of melanin, achieve smooth and whitening skin, block the source of melanin melanin production, and improve self-healing Power, its use with various types of whitening products can improve the whitening effect and has a good development prospect. [0003] However, at present, the industrial production of this product mainly uses highly toxic dimethyl sulfate as a m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/367C07C51/44C07C51/02C07C65/21
CPCC07C51/02C07C51/367C07C51/44C07C65/21
Inventor 赵辉爽
Owner CHANGZHOU VOCATIONAL INST OF ENG
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