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Method for synthesizing neohesperidin dihydrochalcone from naringin

A technology for hesperidin dihydrochalcone and neohesperidin dihydrochalcone, which is applied in chemical instruments and methods, preparation of sugar derivatives, sugar derivatives, etc., can solve the problem of low yield and poor product purity , It is difficult to realize industrial production and other problems, and achieve the effect of high yield and high purity

Inactive Publication Date: 2014-10-29
SHAANXI JIAHE PHYTOCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The invention provides a method for synthesizing neohesperidin dihydrochalcone from naringin, which mainly solves the problems of poor purity, low yield and difficulty in industrialized production of products generated by existing synthesis methods

Method used

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  • Method for synthesizing neohesperidin dihydrochalcone from naringin
  • Method for synthesizing neohesperidin dihydrochalcone from naringin
  • Method for synthesizing neohesperidin dihydrochalcone from naringin

Examples

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example 1

[0029] Raw material 95% naringin 100 grams, add 2000ml mass concentration and be in the potassium hydroxide solution of 20%, be heated to 80 ℃, then add the isovanillin of 300 grams in batches (half an hour 100 grams, add in three batches), Add the last batch and start timing, boil and reflux for 4.5h, cool, add 500ml of dichloromethane and stir and extract three times, the dichloromethane layer is concentrated to dryness, it is isovanillin, recovered for later use, add 2 grams of 10% Raney to the lye Nickel catalyst, hydrogenation temperature 30-40°C, pressure 1.0MP, reaction 8h. Suction filter the reaction solution to remove the catalyst, neutralize the filtrate with concentrated hydrochloric acid in an ice bath, place it for 8 hours, and filter it with suction, the solid is the crude neohesperidin dihydrochalcone, dissolve it in 3 times the amount of hot water at 80°C, and place it at 0°C 8h, suction filtration, and treated twice according to the above method to obtain 30 g...

example 2

[0031] Raw material 98% naringin 100 grams, add 2000ml mass concentration and be in the potassium hydroxide solution of 20%, be heated to 80 ℃, then add the isovanillin of 400 grams in batches (half an hour 133 grams, add in three batches), Add the last batch and start timing, boil and reflux for 4.5 hours, cool, add 500ml of dichloromethane and stir and extract three times, the dichloromethane layer is concentrated to dryness, and it is isovanillin, which is recovered for later use, and 1 g of 1% palladium carbon is added to the lye Catalyst, hydrogenation temperature 30-40°C, pressure 1.0MP, reaction 8h. Suction filter the reaction solution to remove the catalyst, neutralize the filtrate with concentrated hydrochloric acid in an ice bath, place it for 8 hours, and filter it with suction, the solid is the crude neohesperidin dihydrochalcone, dissolve it in 3 times the amount of hot water at 80°C, and place it at 0°C 8h, suction filtration, and treated twice according to the a...

example 3

[0033] Raw material 98% naringin 100 grams, add 2000ml mass concentration and be in the potassium hydroxide solution of 20%, be heated to 80 ℃, then add the isovanillin of 500 grams in batches (half an hour 167 grams, add in three batches), Add the last batch and start timing, boil and reflux for 4.5 hours, cool, add 500ml of dichloromethane and stir and extract three times, the dichloromethane layer is concentrated to dryness, and it is isovanillin, which is recovered for later use, and 1 g of 1% palladium carbon is added to the lye Catalyst, hydrogenation temperature 30-40°C, pressure 1.0MP, reaction 8h. Suction filter the reaction solution to remove the catalyst, neutralize the filtrate with concentrated hydrochloric acid in an ice bath, place it for 8 hours, and filter it with suction. The solid is the crude neohesperidin dihydrochalcone. Dissolve it in 5 times the amount of hot water at 85°C, Put it aside for 8 hours, filter it with suction, and process it twice according...

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Abstract

The invention provides a method for synthesizing neohesperidin dihydrochalcone from naringin. The method mainly solves the problems that the product generated by the existing synthetic methods is poor in purity, low in yield and hard to realize industrialized production and the like. According to the method, neohesperidin is not needed to be purified and the neohesperidin dihydrochalcone is further directly synthesized from naringin. By using the method for synthesizing neohesperidin dihydrochalcone from naringin, the obtained product is high in purity and high in yield and can realize industrialized production.

Description

technical field [0001] The invention relates to a method for synthesizing neohesperidin dihydrochalcone from naringin. technical background [0002] [0003] Neohesperidin dihydrochalcone (NHDC) has the characteristics of high sweetness (1500-1800 times the sweetness of sucrose), refreshing taste, long-lasting aftertaste, low calorie, non-toxic, and good stability. It is currently the most attractive Eye-catching new sweetener and bitterness masker. [0004] In recent years, dihydrochalcone sweeteners have become one of the most eye-catching sweeteners, which include neohesperidin dihydrochalcone, naringin dihydrochalcone and hesperetin dihydrochalcone Chalcone-4-'B-D-glucoside. Among them, neohesperidin dihydrochalcone (NHDC) is a flavonoid derivative obtained by hydrogenating neohesperidin extracted from natural citrus plants. The glycoside group of NHDC undergoes hydrolysis in the body, and the glycoside group hardly participates in metabolism, so the calorific valu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/203C07H1/00
Inventor 郭文华赵景辉肖金霞
Owner SHAANXI JIAHE PHYTOCHEM
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