Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Preparation method of trichlorosaccharose-6-ester

A technology of sucralose and trichloromethyl chloroformate, which is applied in the direction of chemical instruments and methods, sugar derivatives, sugar derivatives, etc., can solve the problems of environmental pollution, high cost, and difficult treatment, and achieve high yield, low cost effect

Inactive Publication Date: 2007-02-14
ZHEJIANG HISOAR PHARMA
View PDF1 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the cost of solid phosgene is high, and solid phosgene needs to be dissolved in an inert solvent to participate in the reaction, and it is difficult to recover and apply mechanically after forming a mixed solvent with amine solvents
[0007] In the above route, the toxicity of phosgene as chlorinated reagent is too high; it is difficult to make chlorinated post-treatment with phosphorus oxychloride and phosphorus pentachloride; the reaction of chlorinated reagent with thionyl chloride produces sulfur dioxide, which pollutes the environment; The cost of using gas as a chlorinated reagent is relatively high; and the above routes all require an inert solvent, which makes the recovery and application of the solvent difficult and increases the cost

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 2000ml stirred glass reactor, add 1000ml of N,N-dimethylformamide and 100g of sucrose-6-acetate successively, stir to dissolve, pre-cool to -10°C, slowly add 170g of chloroformic acid dropwise Trichloromethyl, the reaction mixture was kept below 5°C, after the dropwise addition was completed, stirred for half an hour, then slowly raised to 115°C, and kept for 3 hours. After cooling, the reaction product was cooled to room temperature, neutralized with alkali, distilled under reduced pressure to remove the solvent, dissolved in water, extracted with ethyl acetate, decolorized with activated carbon, and concentrated to obtain sucralose-6-acetate with a yield of 63%.

Embodiment 2

[0025] In a 2000ml stirred glass reactor, add 800ml of N,N-dimethylacetamide and 100g of sucrose-6-acetate successively, stir to dissolve, pre-cool to -5°C, slowly add 220g of chloroformic acid dropwise Trichloromethyl, the reaction mixture was kept below 5°C, after the dropwise addition was completed, stirred for half an hour, then slowly raised to 100°C, and kept for 2 hours. After cooling, the reaction product was cooled to room temperature, neutralized with alkali, distilled under reduced pressure to remove the solvent, dissolved in water, extracted with ethyl acetate, decolorized with activated carbon, and concentrated to obtain sucralose-6-acetate with a yield of 65%.

Embodiment 3

[0027] In a 250ml stirred glass reactor, add 100ml of N,N-dimethylformamide and 10g of sucrose-6-benzoic acid ester successively, stir to dissolve, pre-cool to -5°C, slowly add 15g of chlorine For trichloromethyl formate, keep the reaction mixture below 5°C, after the dropwise addition, stir for half an hour, then slowly raise the temperature to 115°C, and keep it for 3 hours. The reaction product was cooled to room temperature, neutralized with alkali, distilled under reduced pressure to remove the solvent, dissolved in water, extracted with ethyl acetate, decolorized with activated carbon, and concentrated to obtain sucralose-6-benzoate with a yield of 68%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention relates to preparation process of trichloro sucrose-6-ester, and is especially preparation process of trichloro sucrose-6-ester with trichloromethyl chloroformate as chlorinating reagent. After trichloromethyl chloroformate is dropped into organic amine solution of sucrose-6-ester at the temperature of -10 deg.c to +20 deg.c, the mixed solution is heated slowly to 80-120 deg.c and reacted for 1-3 hr; and the reacted liquid is further treated through neutralization with alkali solution, decompression stilling to eliminate solvent, dissolving in water, extracting, decolorizing and concentrating to obtain trichloro sucrose-6-ester. Of the material, the weight ratio between sucrose-6-ester and trichloromethyl chloroformate is 1 to 1.5-5. Using trichloromethyl chloroformate with low toxicity as chlorinating reagent results in simple post-treatment, basically no pollution and low cost. The organic amine solvent may be recovered for reuse, and the present invention has high yield.

Description

(1) Technical field [0001] The invention relates to a method for preparing sucralose-6-ester, in particular to a method for preparing sucralose-6-ester by using trichloromethyl chloroformate as a chlorination reagent. (2) Background technology [0002] Sucralose-6-ester is an important intermediate for the preparation of sucralose. Sucralose is a new type of sweetener, its sweetness is 600 times that of sucrose, and it is characterized by high sweetness, low calorie, and non-toxicity. Sucralose is obtained by alkaline hydrolysis of sucralose-6-ester, and sucralose-6-ester is obtained by chlorination of sucralose-6-ester. [0003] In 1983, USP4380476 reported a kind of chlorination method using phosphorus pentachloride as chlorination agent: the Vilsmeier reagent prepared by phosphorus pentachloride and DMF is a chlorination reagent, and the mol ratio of sucrose-6-ester is 15:1 , DMF as solvent, slowly raised from 0°C to 60°C, under nitrogen protection, heated to 120°C, ref...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07H13/04C07H5/02
Inventor 张群辉郑志国王万春金华龙
Owner ZHEJIANG HISOAR PHARMA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com