Preparation method of saccharose-6-acetic acid esters

A technology of acetate and trimethyl orthoacetate is applied in the preparation of sucrose-6-acetate, the key intermediate field of synthesizing sweetener sucralose, and can solve the problems of complicated operation, low yield and complicated process and other problems, to achieve the effect of short reaction period, low reaction temperature and simple process

Active Publication Date: 2007-09-26
江苏强盛功能化学股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The preparation method of sucrose-6-acetate mainly contains two kinds: promptly for example the ethyl acetate method that is recommended by U.S. Patent No. 4,889,928 and the dibutyltin oxide method that is for example disclosed by U.S. Pat. No. 4,950,746, these two kinds of methods have in its patent The certain advanced nature mentioned in the above, but there are also deficiencies, such as complex process, low yield, low product purity, etc.
[0004] For above-mentioned two kinds of methods, domestic manufacturer also has corresponding improvement technique, as utilizing the ethyl acetate method under the action of catalyst, this method technique operation is simple, and production cost is cheap, but product purity is not high (HPLC content 85.7%); After improvement The dibutyl tin oxide method, the product quality has been improved, but the operation is cumbersome, the reaction cycle is lengthy, at least 18h

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 25g (0.073mol) of sucrose (0.073mol) and 150g of N,N-dimethylformamide (DMF) into a 500ml four-necked flask with a stirring device, heat up to 80°C, stir to dissolve, cool to 20°C, and then add orthoacetic acid Trimethyl ester 9.7g (0.081mol) and p-toluenesulfonic acid 0.2g (0.0015mol) as catalyst carry out esterification reaction, and reaction temperature is 28-30 ℃, and the reaction time is 300min; 12.5g of water was added dropwise to the reaction solution, and the dropping time was controlled to be 30min. The hydrolysis reaction temperature was 29-30°C, and the reaction time was 120min. Then, 3g of tert-butylamine was added to the reactant after the hydrolysis reaction for conversion reaction, and the reaction temperature was 20-30°C. 22°C, the reaction time was 90 minutes; finally, distillation was carried out, specifically: vacuum distillation, the distillation temperature was controlled below 70°C, and all solvents were evaporated in vacuum to obtain 26.0 g of ...

Embodiment 2

[0020] Add 25g (0.073mol) of sucrose and 200g of N,N-dimethylformamide (DMF) into a 500ml four-necked flask with a stirring device, heat up to 70°C, stir to dissolve, cool to 25°C, and then add orthoacetic acid Trimethyl ester 10.5g (0.088mol) and p-toluenesulfonic acid 0.2g (0.0015mol) as catalyzer carry out esterification reaction, and reaction temperature is 26-27 ℃, and the reaction time is 250min; 13g of water was added dropwise to the reaction solution, and the dropping time was controlled to be 10min. The hydrolysis reaction temperature was 29-30°C, and the reaction time was 90min; then, 3.3g of diethylamine was added to the reactant after the hydrolysis reaction to carry out the conversion reaction, and the reaction temperature was 16-18°C, the reaction time is 120min; Finally, distillation is carried out, specifically: vacuum distillation, the distillation temperature is controlled below 70°C, and all solvents are evaporated in vacuum to obtain 26.3g of sucrose-6-aceta...

Embodiment 3

[0022] Add 25g (0.073mol) of sucrose and 225g of N,N-dimethylformamide (DMF) into a 500ml four-necked flask with a stirring device, heat up to 50°C, stir to dissolve, cool to room temperature at 20°C, and add the original 12.3g (0.102mol) of trimethyl acetate and 0.16g (0.001mol) of benzenesulfonic acid as a catalyst carry out esterification reaction, the reaction temperature is 16-18 ℃, and the reaction time is 150min; then to the reaction solution after the esterification reaction Add 15g of water dropwise to the water, the dropping time is controlled to 45min, the hydrolysis reaction temperature is 22-24°C, and the reaction time is 45min; then add 4g of tert-butylamine to the reactant after the hydrolysis reaction to carry out the conversion reaction, the reaction temperature is 28-30°C, The reaction time is 150min; finally, distillation is carried out, specifically: vacuum distillation, the distillation temperature is controlled below 70°C, and all solvents are evaporated i...

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Abstract

The invention discloses a making method of saccharose-6-acetate in the intermediate preparing technical domain of food edulcorant, which comprises the following steps: adding saccharose in the N, N-dimethyl formamide solvent; heating; dissolving; cooling; adding original trimethyl ester and catalyst to esterify; adding water into reacting solution to hydrolyze; adding organic amine in the reacting material to do transmitting reaction; rectifying; obtaining the product.

Description

technical field [0001] The invention belongs to the technical field of preparation of intermediates for food sweeteners, and in particular relates to a method for preparing sucrose-6-acetate, a key intermediate for synthesizing the sweetener sucralose. Background technique [0002] As described in Chinese patent CN1295237C, sucralose is a functional sweetener, which represents the latest achievement in the development of sweeteners. Its chemical name is 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose, and the three hydroxyl groups of 4,1',6' in the molecule are replaced by three chlorine atoms; And there are octagonal hydroxyl groups in the sucrose molecule, which are respectively three primary carbon hydroxyl groups (6, 1', 6' positions) and five kinds of carbon hydroxyl groups (2, 3, 4, 3', 4' positions). For sucralose, the 6-hydroxyl must be protected. [0003] The preparation method of sucrose-6-acetate mainly contains two kinds: promptly for example the ethyl acetate...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H13/06
Inventor 郭彩云陆靖陈国华
Owner 江苏强盛功能化学股份有限公司
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