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Method for preparing monomethyl succinate

A technology of monomenthyl and succinic acid, applied in the field of preparation of monomenthyl succinate, can solve the problems of short duration of cooling and cooling, tingling skin, unfavorable industrialization, etc., achieves good product quality, reduces environmental pollution, The effect of short reaction time

Inactive Publication Date: 2010-09-08
JIANGSU GRANDCHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As the earliest natural cooling agent, menthol has the following problems: bitterness, acridity, irritation, tingling and burning sensation to the skin, and the duration of cooling is short
The above methods all use chlorinated solvents, use catalysts, and need silica gel column chromatography to purify the products, the cost is high, and the process itself is not conducive to industrialization

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0013] The industrialized preparation method of monomenthyl succinate of the present invention comprises the steps:

[0014] (1) Add menthol to the reaction kettle, heat up to 110-140°C, start stirring, until the solids in the kettle are completely melted, and the temperature in the kettle reaches 110°C, then add succinic anhydride; use menthol and succinic anhydride as The weight percentages of the raw materials are respectively 60-50% and 50-60% of the reaction mixture solution.

[0015] (2) Maintain 110-140°C for 6-18 hours;

[0016] (3) After the reaction, add water, reflux for 2 hours, let stand for liquid separation for 30 minutes, then add ethyl acetate for liquid separation and extraction while hot, combine the organic phases, dry, filter, and precipitate;

[0017] (4) Add petroleum ether as a recrystallization solvent, reflux, dissolve the recrystallization, and obtain the product after filtration.

Embodiment 1

[0020] Preparation of menthyl succinate:

[0021] First add 156.27 kg of menthol into the reaction kettle, start stirring, and when the temperature in the kettle reaches 110°C, add 100 kg of succinic anhydride, maintain 110°C for 12 hours, then add 200 kg of water, and reflux for 2 hours. Slightly cool, let stand to separate the layers, separate the liquids while hot, and extract the water phase with 200 kg of ethyl acetate once more, and separate the liquids. The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and ethyl acetate was recovered by distillation. After the distillation of ethyl acetate was completed, 300 kg of petroleum ether was added into the reaction kettle and refluxed for 55 minutes. Slightly cooled, transported to a crystallization tank, stirred and crystallized at -5°C. Centrifuge to obtain a white product with a content of 99.9%, a melting point of 62-63°C, and a yield of 96%.

Embodiment 2

[0023] Preparation of menthyl succinate:

[0024] First add 156.27 kg of menthol into the reaction kettle, start stirring, and when the temperature in the kettle reaches 110°C, add 156.27 kg of succinic anhydride, maintain 140°C for 6 hours, then add 200 kg of water, and reflux for 2 hours. Slightly cool, let stand to separate the layers, separate the liquids while hot, and extract the water phase with 200 kg of ethyl acetate once more, and separate the liquids. The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and ethyl acetate was recovered by distillation. After the distillation of ethyl acetate was completed, 300 kg of petroleum ether was added to the reaction kettle and refluxed for 40 minutes. Slightly cooled, transported to a crystallization tank, stirred and crystallized at -5°C. Centrifuge to obtain a white product with a content of 99.9%, a melting point of 62-63°C, and a yield of 94%.

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Abstract

The invention discloses a method for preparing monomethyl succinate. The method comprises the following steps of: 1, adding menthol crystal into a reaction vessel, raising the temperature and stirring the menthol crystal until the solid substance in the reaction vessel is melted completely, and adding succinic anhydride to perform heat preservation reaction; 2, after the reaction is finished, adding water to perform reflux, standing the reaction product to separate liquid from the reaction product, adding ethyl acetate to perform extraction, combining organic phases, drying, filtering and desolventizing; and 3, adding petroleum ether to be used as a recrystallizing solvent, dissolving and recrystallizing the mixture, and filtering the recrystallized product to obtain a monomethyl succinate product. The method has the advantages of scientific material selection, proper proportion, simpleness, suitability for industrial production, short reaction time, high yield and good quality of products.

Description

technical field [0001] The invention belongs to the technology used as a cooling agent and a cooling agent raw material, in particular to a preparation method of monomenthyl succinate. Background technique [0002] With the development of the economy and the improvement of people's living standards and consumption levels, consumers' demand for food and requirements for food taste are also getting higher and higher. In daily chemical, food, personal care and other products, the demand for cooling agents is also expanding. The demand in foreign markets is increasing, and the demand in the domestic market is also expanding. [0003] In the past thirty years, many kinds of cooling agents have been synthesized and can make the human body produce a cool feeling physiologically. As the earliest natural cooling agent menthol, there are the following problems: bitterness, acrid feeling, irritation, tingling and burning sensation to skin, and the duration of cooling is shorter. So a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/40C07C67/08
Inventor 赵学飞蒋世明
Owner JIANGSU GRANDCHEM IND
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