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Synthesis method of chickpea dentin A

A synthesis method and bean curd technology, applied in the direction of organic chemistry and the like, can solve the problems of easy agglomeration of the reaction system, incomplete reaction and high risk, and achieve the effects of saving synthesis time, prolonging service life and reducing reaction temperature.

Pending Publication Date: 2021-01-15
SHAANXI JIAHE PHYTOCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the problems of incomplete reaction, easy agglomeration of the reaction system and low yield when using highly dangerous reagents when synthesizing biochanin A, and provides a chickpea tooth The synthetic method of element A

Method used

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  • Synthesis method of chickpea dentin A
  • Synthesis method of chickpea dentin A
  • Synthesis method of chickpea dentin A

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] A synthetic method for biochanin A, comprising the following steps:

[0043] 1) condensation

[0044] Mix 43.8g of p-methoxyphenylacetonitrile and 200g of ethyl acetate, continuously feed dry hydrogen chloride gas into the mixture at 5-10°C, and stir for reaction; ventilate for 4 hours to make the system saturated with hydrogen chloride, then add 38g of hydrogen chloride without Phloroglucinol water, after continuing to ventilate for 12 hours, when the liquid-phase central control monitors the content of anhydrous phloroglucinol below 1%, the reaction ends and a condensation product is obtained; wherein, for the condensation reaction mid-control liquid phase spectrum, see figure 1 ;

[0045] 2) Hydrolysis

[0046] The condensation product obtained in step 1) was distilled under reduced pressure, ethyl acetate was distilled off, and then 400 g of water was added to conduct a hydrolysis reaction at 70° C. for about 8 hours. After the reaction was completed, it was coole...

Embodiment 2

[0052] A synthetic method for biochanin A, comprising the following steps:

[0053] 1) condensation

[0054] Mix 21.9g of p-methoxyphenylacetonitrile and 100g of ethyl acetate, continuously feed dry hydrogen chloride gas into the mixture at 5-10°C, and stir for reaction; ventilate for 4 hours to make the system saturated with hydrogen chloride, then add 19g of hydrogen chloride without Phloroglucinol water, after continuing to ventilate for 12 hours, when the liquid-phase central control monitors the content of anhydrous phloroglucinol below 1%, the reaction ends and a condensation product is obtained; wherein, for the condensation reaction mid-control liquid phase spectrum, see Figure 4 ;

[0055] 2) Hydrolysis

[0056] Distill the condensation product obtained in step 1) under reduced pressure, distill off the ethyl acetate, then add 200 g of water to carry out the hydrolysis reaction at 72°C for about 8 hours, after the reaction, cool to room temperature, suction filter,...

Embodiment 3

[0062] A synthetic method for biochanin A, comprising the following steps:

[0063] 1) condensation

[0064] Mix 44kg of p-methoxyphenylacetonitrile and 200kg of ethyl acetate, continuously feed dry hydrogen chloride gas into the mixture at 5-10°C, and stir for reaction; ventilate for 4 hours to make the system saturated with hydrogen chloride, then add 38kg of anhydrous For phloroglucinol, when the anhydrous phloroglucinol content is lower than 1% in liquid-phase central control monitoring after continuing to ventilate for 12 hours, the reaction ends and a condensation product is obtained;

[0065] 2) Hydrolysis

[0066] The condensation product obtained in step 1) was distilled under reduced pressure, ethyl acetate was distilled off, and then 400 kg of water was added to conduct a hydrolysis reaction at 70° C. for about 8 hours. After the reaction was completed, it was cooled to room temperature and suction filtered, and dried to obtain 63 kg of the intermediate;

[0067] ...

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Abstract

The invention provides a synthesis method of chickpea dentin A, which solves the problems of incomplete reaction, easy caking of a reaction system and low yield due to use of reagents with high risk during synthesis of chickpea dentin A in the prior art. The preparation method comprises the following steps of introducing dry hydrogen chloride gas into anhydrous phloroglucinol and p-methoxyphenylacetonitrile in ethyl acetate to carry out Houben-Hoesch condensation reaction, hydrolyzing the condensation product to obtain an intermediate, and cyclizing the intermediate in acetone by propionyl chloride and sodium formate to obtain the chickpea dentin A.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a synthesis method of biochanin A. Background technique [0002] Biochanin A (Biochanin A, BCA) is an oxymethylated isoflavone compound, which widely exists in some edible plants, such as soybean, red clover, alfalfa, peanut and chickpea, etc., especially red clover Clover has the highest content, but only 833mg / 100g. The molecular structure of biochanin A is similar to that of animal estrogen, and it can competitively bind to estrogen receptors to play an estrogenic role. Prevention and treatment of diseases such as osteoporosis and climacteric syndrome. In addition, biochanin A also has various pharmacological effects such as anti-tumor, anti-inflammatory, anti-bacterial, hypoglycemic, anti-oxidant, and neuroprotective. [0003] Since chickpein A is only micro-existed in red clover and other leguminous perennial herbs, and the growth of these herbs is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/36
CPCC07D311/36
Inventor 郭文华肖金霞刘娜赵景辉
Owner SHAANXI JIAHE PHYTOCHEM
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