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Preparation method of acacetin

A technology of acacetin and intermediates, which is applied in the field of preparation of raw materials, can solve the problems of being unsuitable for large-scale industrial production, harsh reaction conditions, and unfriendly environment, and achieve the effects of abundant supply, high reaction efficiency, and simple reaction conditions

Inactive Publication Date: 2019-04-02
SHAANXI JIAHE PHYTOCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to solve the problems that the reagents used in the existing chemical synthesis methods are complex, highly toxic, unfriendly to the environment, harsh reaction conditions, and unsuitable for large-scale industrial production, and provide a method for preparing acacetin

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  • Preparation method of acacetin
  • Preparation method of acacetin

Examples

Experimental program
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Effect test

Embodiment 1

[0041] Step 1) hydrolysis prepares hydroxyacetophenone intermediate

[0042] 1.1) Put 50g of dihydromyricetin with a liquid phase content of more than 98% into the reactor, add 500g of sodium hydroxide solution with a mass fraction of 15%, stir to dissolve, mix evenly, heat up and reflux, and carry out hydrolysis reaction; high-efficiency liquid phase Chromatographic monitoring, with no increase in the hydroxyacetophenone intermediate as the reaction control end point, after 1.5 hours, stop the reaction. Cool down to room temperature, and slowly dropwise add hydrochloric acid solution with a mass concentration of 50% to the reaction solution, adjust the pH to 6.2, stir for 2 hours, let stand for 1 hour, and filter to obtain a light yellow solid;

[0043] 1.2) Add 400g of water to the light yellow solid to reflux for 1 hour, stand at room temperature and filter, then add 400g of water to reflux for 1 hour, stand at room temperature, filter, and then dry to obtain the hydroxyace...

Embodiment 2

[0053] Step 1) hydrolysis prepares hydroxyacetophenone intermediate

[0054] 1.1) Put 50g of dihydromyricetin with a liquid phase content of more than 98% into the reactor, add 420g of sodium hydroxide solution with a mass fraction of 17.5%, stir to dissolve, mix evenly, heat up and reflux, and carry out hydrolysis reaction; high-efficiency liquid phase Chromatographic monitoring, with no increase in the hydroxyacetophenone intermediate as the reaction control end point, after 1.5 hours, stop the reaction. Cool down to room temperature, and slowly dropwise add hydrochloric acid solution with a mass concentration of 50% to the reaction solution, adjust the pH to 6.4, stir for 2 hours, let stand for 1 hour, and filter to obtain a light yellow solid;

[0055] 1.2) Add 480g of water to the light yellow solid to reflux for 1 hour, stand at room temperature and filter, then add 480g of water to reflux for 1 hour, stand at room temperature, filter, and then dry to obtain the hydroxya...

Embodiment 3

[0065] Step 1) hydrolysis prepares hydroxyacetophenone intermediate

[0066] 1.1) Put 50g of dihydromyricetin with a liquid phase content of more than 98% into the reactor, add 480g of sodium hydroxide solution with a mass fraction of 17.5%, stir to dissolve, mix evenly, heat up and reflux, and carry out hydrolysis reaction; high-efficiency liquid phase Chromatographic monitoring, with no increase in the hydroxyacetophenone intermediate as the reaction control end point, after 1.5 hours, stop the reaction. Cool down to room temperature, and slowly dropwise add hydrochloric acid solution with a mass concentration of 50% to the reaction solution, adjust the pH to 6.4, stir for 2 hours, let stand for 1 hour, and filter to obtain a light yellow solid;

[0067] 1.2) Add 560g of water to the light yellow solid to reflux for 1 hour, stand at room temperature and filter, then add 560g of water to reflux for 1 hour, stand at room temperature, filter, and then dry to obtain the hydroxya...

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Abstract

The invention provides a preparation method of acacetin, and solves the problems that a reagent for a conventional chemical synthesis is complex, high in toxicity, unfriendly to environment, severe inreaction condition, and unsuitable for large-scaled industrial production. The preparation method comprises the steps of selecting dihydro myricitrin as an initial raw material, and hydrolyzing the dihydro myricitrin under alkaline environment to obtain a hydroxyacetophenone intermediate; performing a catalyzing cyclization reaction on the hydroxyacetophenone and p-anisaldehyde to obtain a flavonol intermediate; and reducing the flavonol intermediate to obtain an acacetin crude product, and finally, performing refining to obtain acacetin quality products in which the content of a liquid phaseis 98% or above. The technology is low in cost, high in yield, simple in reaction condition, simple and safe to operate, economical and practical, environmental-friendly and pollution-free, the product quality meets market requirements, and the reagent is suitable for large-scale industrial production.

Description

technical field [0001] The invention belongs to a preparation method of a raw material drug, in particular to a preparation method of acacetin. Background technique [0002] Acacetin, the English name is Acacetin, the chemical name is 5,7-dihydroxy-4'-methoxyflavone, and it is also known as acacetin, acacetin, acacetin or acacetin. Its botanical sources include silk tree, chrysanthemum, asteria, snow lotus and so on. [0003] Acacetin is a common flavonoid compound, which has the pharmacological properties of flavonoids, such as anti-inflammatory, anti-oxidation, anti-tumor, and it is also a good active ingredient in cosmetics. It is used in sensitive formulas, skin tightening and anti-wrinkle powder , Firming and anti-wrinkle water exerts the effect of firming the skin. [0004] The molecular formula of acacetin is C 16 h 12 o 5 , the molecular weight is 284.26, and the CAS number is 480-44-4. The structural formula of acacetin is as follows: [0005] [0006] Reg...

Claims

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Application Information

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IPC IPC(8): C07H1/00C07H17/07
CPCC07H1/00C07H17/07
Inventor 肖金霞郭文华杨雪峰杨晓东
Owner SHAANXI JIAHE PHYTOCHEM
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