Novel synthesis process for dimethyl fumarate

A technology of dimethyl fumarate and a new process, which is applied in the direction of carboxylic acid ester preparation, organic compound preparation, organic compound/hydride/coordination complex catalyst, etc., and can solve the problems of increasing equipment investment, equipment corrosion, reaction Long time and other problems, to achieve the effect of saving equipment investment, reducing raw material costs, and shortening reaction time

Inactive Publication Date: 2008-12-10
SUZHOU CHIEN SHIUNG INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] 1. Long production lines and high production costs
[0006] Protonic acid catalysts such as sulfuric acid severely corrode equipment, which increases equipment investment; subsequent removal of the catalyst requires neutralization and water washing processes, and the production line is long; under the action of sulfuric acid, the selectivity of the reaction is poor, there are many side reactions, and the product yield and purity of the product Low, high production cost; at the same time, the discharge of a large amount of acid water will also pollute the environment
[0007] 2. The amount of methanol used is large and the reaction time is long
However, the effect of excess methanol on the yield was not significant
At the same time, excess methanol needs to be recovered, which increases the burden of post-processing
[0009] In addition, in the prior art, catalysts can also be solid acids, ion exchange resins, heteropolyacids, inorganic salts, etc. Although using these materials as catalysts can overcome the above-mentioned problems to a certain extent, there are difficulties in the preparation of catalysts. , high dosage, large alkyd-acid molar ratio, and poor catalyst reusability, etc., so it is necessary to propose a new process and improve the previous method

Method used

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  • Novel synthesis process for dimethyl fumarate

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Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0021] Add 116.0g (1.0mol) fumaric acid, 96.12g (3.0mol) methanol, 1.24g (0.0025mol) cerous methanesulfonate in sequence to a 500mL three-necked reaction flask equipped with a reflux condenser, and heat to reflux for about 3 hours Afterwards, remove the water that methyl alcohol and reaction generate, then add 96.12g (3.0mol) methyl alcohol in the reaction flask and continue heating and reflux reaction 4h, filter while hot and reclaim cerous methanesulfonate (the cerous methanesulfonate that reclaims can reuse). The filtrate was washed with water, allowed to stand, cooled, crystallized, filtered with suction and dried to obtain dimethyl fumarate in the form of white crystals. Product quality 137.95g (yield: 95.8%), melting point 102~104 ℃.

[0022] The reaction equation is:

[0023]

[0024] Wherein, above-mentioned cerous methanesulfonate can be synthesized by following method:

[0025] Weigh 14.4g of methanesulfonic acid, mix it with water at a volume ratio of 1:1 and ...

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Abstract

The invention relates to a new process for synthesizing an antiseptic, namely dimethyl fumarate, wherein, two stages of esterification between a fumaric acid and methanol under the action of a catalyst are performed to generate the dimethyl fumarate; the catalyst is a cerous methylsulfonic acid. With application of the new process and the catalyst, the shortcomings of the prior art are overcome and production cost can be reduced effectively; and the new process has simple post-processing, less environmental pollution and good development and application prospect.

Description

technical field [0001] The invention belongs to the technical field of synthesis of ester compounds in organic chemistry, in particular to a synthesis method of dimethyl fumarate. Background technique [0002] Dimethyl fumarate (Dimethyl fumarate), referred to as DMF, is a new type of preservative developed vigorously at home and abroad. It has remarkable characteristics such as high efficiency, broad-spectrum antibacterial, low toxicity, and low price. It has special effects on mold, especially aflatoxin Inhibitory effect, and low inhibitory concentration, also known as mold killer. DMF is sublimable, so it also has dual functions of contact sterilization and fumigation sterilization, which are difficult for general preservatives. Since DMF quickly changes into the normal metabolite fumaric acid after entering the human body, it is safe to use and is widely used in food, grain, feed, etc., as well as preservation of vegetables and fruits. It is more and more used in the fo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/657C07C67/08B01J31/04
Inventor 杜晓晗
Owner SUZHOU CHIEN SHIUNG INST OF TECH
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