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A kind of preparation method of dimethyl-beta-thiatin propionate

A technology of thiotin propionate and dimethyl, which is applied in the field of preparation of new food attractants, can solve the problems of high production cost, insufficient reactivity, and high price of halogenated propionic acid, and achieve favorable cost control and reaction selectivity Good results

Active Publication Date: 2016-03-30
杭州海尔希畜牧科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention provides a preparation method of dimethyl-beta-thiatin propionate, which mainly solves the existing synthesis method in the prior art, which is mainly obtained by reacting halopropionic acid and dimethyl sulfide. The price of the raw material halopropionic acid is too expensive, the reactivity is not enough and the yield is too low, which makes the production cost higher and is not conducive to the large-scale use of the product and other technical problems

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: the preparation method of a kind of dimethyl-beta-thiatin propionate of this example, its steps are:

[0020] A. Preparation of 3-(methylsulfonyloxy)propionic acid (II):

[0021] Add 3-hydroxypropionic acid (90g, 1.0mol), sodium bicarbonate (171g) and toluene (900g) into the reactor, stir evenly, cool in an ice bath and cool down to 0-10°C, and then add formazan dropwise Sulfonyl chloride (126g, 1.10mol), keep the temperature of the mixture between 0-10°C during the dropwise addition, remove the ice bath after the dropwise addition, continue to stir and react for 6 hours, after the reaction is completed, adjust the pH with 5% dilute hydrochloric acid to 2. Separation, the organic phase was dried over anhydrous sodium sulfate, and the solvent toluene was distilled off under atmospheric pressure to obtain the crude product of 3-(methylsulfonyloxy)propionic acid (II), which can be directly used in the next reaction without further purification . It is 137....

Embodiment 2

[0026] Embodiment 2: the preparation method of a kind of dimethyl-beta-propionate thiotin of this example, other steps are identical with embodiment 1, just the 3-(methylsulfonyloxy group) propionate (II) of A step The preparation method is as follows:

[0027] Add 3-hydroxypropionic acid (90g, 1.0mol), sodium bicarbonate (162g) and toluene (450g) into the reactor, stir evenly, cool in an ice bath and cool down to 0-10°C, then add formazan dropwise Sulfonyl chloride (114.5g, 1.0mol), keep the temperature of the mixture between 0-10°C during the dropwise addition, remove the ice bath after the dropwise addition, continue stirring for 4 hours, after the reaction, adjust the pH with 5% dilute hydrochloric acid To 2, liquid separation, the organic phase was dried over anhydrous sodium sulfate, and the solvent toluene was distilled off under atmospheric pressure to obtain the crude product of 3-(methylsulfonyloxy)propionic acid (II), which can be directly used in the next step with...

Embodiment 3

[0028] Embodiment 3: the preparation method of a kind of dimethyl-beta-propionate thiotin of this example, other steps are identical with embodiment 1, just the 3-(methylsulfonyloxy group) propionate (II) of A step The preparation method is as follows:

[0029] Add 3-hydroxypropionic acid (90g, 1.0mol), sodium bicarbonate (167g) and toluene (700g) into the reactor, stir evenly, cool in an ice bath and cool down to 0-10°C, and then add formazan dropwise Sulfonyl chloride (120.2g, 1.05mol), keep the temperature of the mixture between 0-10°C during the dropwise addition, remove the ice bath after the dropwise addition, continue stirring for 5 hours, after the reaction, adjust the pH with 5% dilute hydrochloric acid To 2, liquid separation, the organic phase was dried over anhydrous sodium sulfate, and the solvent toluene was distilled off under atmospheric pressure to obtain the crude product of 3-(methylsulfonyloxy)propionic acid (II), which can be directly used in the next step...

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Abstract

The invention relates to a preparation method of a novel food attractant, in particular to a preparation method of dimethyl-beta-thiatin propionate. The invention proposes a new synthetic route, the sources of raw materials used are extensive and sufficient, the price is cheap, the product obtained by the reaction has high purity, good color and strong market competitiveness. The method of the present invention comprises the following steps in sequence: using 3-hydroxypropionic acid as a raw material, first reacting with methanesulfonyl chloride to protect the hydroxyl group, then reacting with dimethyl sulfide and then acidifying to prepare dimethyl-β-thiatin propionate .

Description

technical field [0001] The invention relates to a preparation method of a novel food attractant, in particular to a preparation method of dimethyl-beta-thiatin propionate. Background technique [0002] Dimethyl-β-thiatin propionate (DMPT) was originally a pure natural compound extracted from seaweed. In fact, the process of discovering DMPT also started from seaweed: Scientists observed that seawater fish love to eat seaweed, so they began to study the attractant factors in seaweed, and later found that the reason why fish love to eat seaweed is that seaweed contains natural DMPT . [0003] DMPT is the fifth-generation aquatic attractant with the best effect found so far. Experiments have proved that even if this kind of thing is painted on the stone, the fish will bite the stone. Therefore, some people use "fish bites the stone" to vividly describe its food-attracting effect. The most typical use of DMPT is to use it as bait for fishing, to improve the bait's attractiven...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C381/12
Inventor 蒋忠良楼伟杰曹爱玲
Owner 杭州海尔希畜牧科技有限公司