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Method for preparing tributyrin

A technology of tributyrin, glycerol, applied in the preparation of carboxylic acid halide, organic chemistry and other directions

Active Publication Date: 2014-09-17
FEED RESEARCH INSTITUTE CHINESE ACADEMY OF AGRICULTURAL SCIENCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There is no relevant patent or literature report on the synthesis of tributyrin

Method used

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  • Method for preparing tributyrin
  • Method for preparing tributyrin
  • Method for preparing tributyrin

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Put 8.6ml of glycerin, 55ml of triethylamine and 250ml of chloroform into a 500ml three-necked flask, and then add 37.5ml of butyryl chloride dropwise into the reaction flask under the conditions of ice bath and magnetic stirring for 3 hours. After dropping, continue to react for 0.5h, then remove the ice-water bath, and finish the reaction at room temperature for 2.5h. The reacted solid-liquid mixture was extracted five times with water, each time using 250 ml of water. After the aqueous phases were combined, the pH was adjusted to 10 with NaOH solution, and the free triethylamine was dried with anhydrous sodium sulfate and recycled. The organic phase after washing with water was dried with anhydrous sodium sulfate for 2 h, and then the chloroform was evaporated under reduced pressure to obtain 39.9 g of the product, and the content of tributyrin in the product was 80.25% (GC).

[0027] figure 1 It is the gas chromatography (GC) figure of tributyrin reference substan...

Embodiment 2

[0031] Put 5.2ml of glycerin, 33ml of triethylamine and 150ml of chloroform into a 500ml three-necked flask, and then add 24.75ml of butyryl chloride dropwise into the reaction flask under the conditions of ice-water bath and magnetic stirring, and the dropping time is 2h. After dropping, the reaction was continued for 1 h, and then the ice-water bath was removed, and the reaction was completed at room temperature for 3 h. The reacted solid-liquid mixture was extracted five times with water, each time using 200 ml of water. After the aqueous phases were combined, the pH was adjusted to 10 with NaOH solution, and the free triethylamine was dried with anhydrous sodium sulfate and recycled. The organic phase after washing with water was dried with anhydrous sodium sulfate for 2 h, and then the chloroform was evaporated under reduced pressure to obtain 24.4 g of the product, and the content of tributyrin in the product was 83.76% (GC).

[0032] image 3 It is the gas chromatogra...

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Abstract

The invention provides a method for preparing tributyrin. The method comprises the following steps: reacting glycerinum with butyryl chloride by taking organic alkali as a acid-binding agent, thereby obtaining a mixture containing tributyrin, wherein the mole ratio of the three materials, namely, glycerinum, butyryl chloride and organic alkali, is 1:(3-3.3):3.3. The method further comprises the following steps: extracting a mixture containing tributyrin by using water, collecting an organic phase, and performing reduction vaporization to remove a solvent in the organic phase, thereby obtaining tributyrin. In the method, the mole ratio of butyryl chloride to glycerinum is kept at (3-3.3):1 during reaction, and massive over amount is not needed. In addition, after the reaction is completed, residual trace butyryl chloride can be hydrated into butyric acid and hydrochloric acid in the following water washing process and can be carried away by a water phase together with residual glycerinum, thus a purpose that butyryl chloride is separated from a target object is achieved.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and in particular relates to a preparation method of tributyrin. Background technique [0002] Short-chain fatty acids can provide energy for the colon, are the preferred energy source of enterocytes, and are easily absorbed in the intestinal lumen. Among them, butyric acid is the main energy source of colonic mucosal epithelial cells, accounting for about 70% of the energy produced by the oxygen consumption of short-chain fatty acids, and providing up to 30% of the maintenance energy for animals. Butyric acid has a strong creamy, cheese-like unpleasant smell, which can cause a lot of inconvenience to operators during feed processing. Glyceryl butyrate is a glycerol ester of butyric acid, almost odorless, and can well overcome the inconvenience caused by the bad smell of butyric acid during feed processing. Butyrin includes monobutyrin, dibutyrin and tributyrin, which are absorbed and utilized aft...

Claims

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Application Information

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IPC IPC(8): C07C69/30C07C67/14
CPCC07C67/14C07C69/30
Inventor 周志刚赵炳超杨雅麟徐俐何夙旭张美超冉超于会民
Owner FEED RESEARCH INSTITUTE CHINESE ACADEMY OF AGRICULTURAL SCIENCES
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