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Preparation method of neohesperidin dihydrochalcone

A technology of hesperidin dihydrochalcone and neohesperidin, applied in the field of hydrogenation to prepare neohesperidin dihydrochalcone, which can solve unfavorable industrial production, low yield of finished products, high risk, etc. problems, to achieve the effect of facilitating industrial production, high yield of finished products, and low risk

Inactive Publication Date: 2012-02-15
GUANGZHOU HANFANG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Therefore, this method is dangerous, the yield of finished products is not high, and there is environmental pollution, which causes the current method to be unfavorable for industrialized production

Method used

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  • Preparation method of neohesperidin dihydrochalcone
  • Preparation method of neohesperidin dihydrochalcone
  • Preparation method of neohesperidin dihydrochalcone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The operation method for preparing neohesperidin dihydrochalcone in this embodiment is carried out according to the following two steps: preparation of crude neohesperidin dihydrochalcone: dissolve 9 g of potassium hydroxide or sodium hydroxide under stirring Pour 150ml of tap water into a 2000ml round-bottomed flask, then add 30g of neohesperidin into the lye under stirring conditions, stir and dissolve, add 1.5g of Raney nickel, start stirring, under 0.01-0.02MPa hydrogen pressure Carry out the hydrogenation reaction and react for 5 hours. After the reaction, adjust the pH of the reaction solution to between 7.2 and 7.2 with hydrochloric acid, and a large amount of yellow solids will be precipitated. After standing for 26 hours, the crystalline solids will be filtered out to obtain neohesperidin dihydrogen Crude chalcone.

[0028] Preparation of the finished product of neohesperidin dihydrochalcone: heat and dissolve the crude product of neohesperidin dihydrochalcone ...

Embodiment 2

[0030] The operation method for preparing neohesperidin dihydrochalcone in this embodiment is carried out according to the following two steps: the preparation of the crude product of neohesperidin dihydrochalcone: 1.5kg potassium hydroxide or sodium hydroxide is stirred Dissolve it in 25kg tap water and pour it into the hydrogenation reaction kettle, then add 5kg neohesperidin into the lye under stirring condition, after stirring and dissolving, add 0.3kg new Raney nickel, start stirring, under 0.01-0.02MPa hydrogen pressure Carry out the hydrogenation reaction and react for 5.5 hours. After the reaction, adjust the pH of the reaction solution to between 7.5 and 7.5 with hydrochloric acid, and a large amount of yellow solids will precipitate out. After standing for 26 hours, filter out the crystalline solids to obtain neohesperidin dihydrogen Crude chalcone.

[0031] Preparation of finished product of neohesperidin dihydrochalcone: heat and dissolve the crude product of neohe...

Embodiment 3

[0033] The operation method for preparing neohesperidin dihydrochalcone in this embodiment is carried out according to the following two steps: preparation of crude product of neohesperidin dihydrochalcone: dissolve 15 kg of potassium hydroxide or sodium hydroxide under stirring Pour 300kg of tap water into the hydrogenation reactor, then add 50kg of neohesperidin into the lye with stirring, after stirring and dissolving, add 3.0kg of new Raney nickel, start stirring, and carry out under 0.01-0.02MPa hydrogen pressure Hydrogenation reaction, reaction for 6.0 hours, after the reaction, adjust the pH of the reaction solution to between 7 and 7 with hydrochloric acid, a large amount of yellow solids will precipitate out, and after standing for 25 hours, filter out the crystalline solids to obtain neohesperidin dihydrochalcone Crude.

[0034] Preparation of the finished product of neohesperidin dihydrochalcone: heat and dissolve the crude product of neohesperidin dihydrochalcone w...

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Abstract

The invention discloses a preparation method of neohesperidin dihydrochalcone, comprising the following steps of: (1) dissolving potassium hydroxide or sodium hydroxide in water with stirring so as to prepare 3-6% of an alkaline solution; (2) adding neohesperidin into the alkaline solution with stirring for dissolution, wherein the ratio of neohesperidin to the alkaline solution is 1: 5-8; (3) adding raneys nickel which accounts for 5-8 wt% the weight of neohesperidin after stirring and dissolving, carrying out a hydrogenation reaction at the hydrogen pressure of 0.01-0.1 MPa, stirring, and reacting for 4-6 hours to obtain a reaction solution; (4) adjusting the pH of the reaction solution to pH 7-7.5 by the use of hydrochloric acid, staying for 24-28 hours, and filtering out crystal solids to obtain the neohesperidin dihydrochalcone crude product. The preparation method disclosed in the invention requires no large pressure to carry out the hydrogenation reaction, is less dangerous, and is convenient for industrial production.

Description

technical field [0001] The present invention relates to a hydrogenation process of plant raw materials, more specifically, to a process for preparing neohesperidin dihydrochalcone by hydrogenating neohesperidin as a basic raw material. Background technique [0002] Neohesperidin dihydrochalcone is a flavonoid derivative obtained by hydrogenating neohesperidin extracted from natural citrus. The molecular formula of neohesperidin dihydrochalcone is C 28 h 38 o 15 , the molecular weight is 612.58, and its structural formula is: [0003] [0004] As early as 1963, Horowitz et al. discovered that neohesperidin dihydrochalcone has a strong sweet taste. It is characterized by high sweetness (1500-1800 times the sweetness of sucrose), refreshing taste, long-lasting aftertaste, and excellent effect of shielding bitterness. The glycoside group of NHDC undergoes hydrolysis in the body, and the glycoside group hardly participates in metabolism, so the calorific value of NHDC is ...

Claims

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Application Information

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IPC IPC(8): C07H15/203C07H1/00
Inventor 罗春黄建军杨柳
Owner GUANGZHOU HANFANG PHARMA
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