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Preparation method of N-acetyl-D-glucosamine

A technology of glucosamine and glucosamine hydrochloride, which is applied in the field of preparation of N-acetyl-D-glucosamine, can solve the problems of unfavorable energy saving, low product yield, complicated operation, etc. Simple, easy-to-operate effects

Inactive Publication Date: 2010-09-15
王松叶
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The preparation method of N-acetyl-D-glucosamine in the prior art is complicated to operate, the yield of the obtained product is relatively low, and the cost is high, which is not conducive to energy saving and consumption reduction

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1. A preparation method of N-acetyl-D-glucosamine, the steps are as follows:

[0020] (1) Reaction: take raw material D-glucosamine hydrochloride in alkaline substance solution RCH 2 React in OX or XH, the pH value of reaction solution is 7, the mol ratio of D-glucosamine hydrochloride and alkaline substance solution is 1: 0.6; The concentration of alkaline substance solution is 1%; Wherein: R is H or C 1 -C 8 , X is Li, Na, K, Ca, Mg or Zn; the reaction precipitates solid chloride salt and generates free D-glucosamine;

[0021] (2) Desalting: filtering out solid chloride salts to obtain free D-glucosamine solution;

[0022] (3) Acetylation: The free D-glucosamine solution is directly acetylated with acetic anhydride at -10°C. The molar ratio of D-glucosamine to acetic anhydride is 1:0.5; -The solution of D-glucosamine, filter this solution to obtain solid product, and with the C of 0.5 weight times 1 -C 9 The solid product is washed with a mixture of one...

Embodiment 2

[0023] Example 2. A preparation method of N-acetyl-D-glucosamine, the steps are as follows:

[0024] (1) Reaction: take raw material D-glucosamine hydrochloride in alkaline substance solution RCH 2 React in OX or XH, the pH value of reaction solution is 8, the mol ratio of D-glucosamine hydrochloride and alkaline substance solution is 1: 5; The concentration of alkaline substance solution is 45%; Wherein: R is H or C 1 -C 8 , X is Li, Na, K, Ca, Mg or Zn; the reaction precipitates solid chloride salt and generates free D-glucosamine;

[0025] (2) Desalting: filtering out solid chloride salts to obtain free D-glucosamine solution;

[0026] (3) Acetylation: The free D-glucosamine solution is directly acetylated with acetic anhydride at 20°C. The molar ratio of D-glucosamine to acetic anhydride is 1:6; The solution of D-glucosamine, filter this solution to obtain solid product, and with 10 weight times of C 1 -C 9 The solid product is washed with a mixture of one or more o...

Embodiment 3

[0027] Example 3. A preparation method of N-acetyl-D-glucosamine, the steps are as follows:

[0028] (1) Reaction: take raw material D-glucosamine hydrochloride in alkaline substance solution RCH 2 React in OX or XH, the pH value of reaction solution is 7.5, the mol ratio of D-glucosamine hydrochloride and alkaline substance solution is 1: 2; The concentration of alkaline substance solution is 10%; Wherein: R is H or C 1 -C 8 , X is Li, Na, K, Ca, Mg or Zn; the reaction precipitates solid chloride salt and generates free D-glucosamine;

[0029] (2) Desalting: filtering out solid chloride salts to obtain free D-glucosamine solution;

[0030] (3) Acetylation: The free D-glucosamine solution is directly acetylated with acetic anhydride at 0°C. The molar ratio of D-glucosamine to acetic anhydride is 1:2; The solution of D-glucosamine, filter this solution to obtain solid product, and with 2 weight times of C 1 -C 9 The solid product is washed with a mixture of one or more o...

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PUM

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Abstract

The invention relates to a preparation method of N-acetyl-D-glucosamine, which is characterized by comprising the following steps of: reacting D-glucosamine hydrochloride as a raw material in an alkaline substance solution RCH2OX or XH to separate out solid chlorate and generate free D-glucosamine; filtering out the solid chlorate to obtain a free D-glucosamine solution; and directly carrying outacetylization reaction on the free D-glucosamine solution to generate the N-acetyl-D-glucosamine by using acetic anhydride. The preparation method avoids using toxic organic solvents, i.e. expensive tributylamine or triethylamine and the like, has easy operation of the whole process and advanced process and can achieve the yield coefficient by 85-95 percent without pollution basically; the obtained N-acetyl-D-glucosamine has good colour and luster; adopted equipment is most general equipment; adopted auxiliary materials are organic materials which are ordinary and easy to obtain; and in addition, the invention has low price and cost, low requirements on the D-glucosamine hydrochloride as the raw material and easy industrialized production.

Description

technical field [0001] The invention relates to a preparation method of saccharide compounds containing acetylamino, in particular to a preparation method of N-acetyl-D-glucosamine. Background technique [0002] N-acetyl-D-glucosamine is a new type of biochemical drug, which is the basic unit of many important polysaccharides in organisms and has important physiological functions. It can treat various inflammations, has the function of enhancing the human immune system, and is also an important prerequisite for the synthesis of bifidofactor and hyaluronic acid. It has remarkable effects in treating and preventing cancer, lowering cholesterol, losing weight, and increasing calcium. It can be used as sweetener for diabetics, antioxidant in food and food additive for infants, and also has many uses in cosmetics. [0003] The preparation method of N-acetyl-D-glucosamine in the prior art is complex in operation, the yield of the obtained product is relatively low, and the cost ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H5/06C07H1/00
Inventor 陈延静詹金明王松叶洪义霞
Owner 王松叶