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Method for preparing-trichloro sucrose-6-ethyl ester

A technology of sucralose and ethyl ester, which is applied in the field of preparation of key intermediate sucralose-6-ethyl ester, can solve the problems of large solvent consumption and high production cost, and achieves simple operation, low production cost and high yield. high effect

Inactive Publication Date: 2004-09-15
常州市牛塘化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such as: Walkup discloses a kind of method that phosgene or phosphorus pentachloride carries out chlorination in DMF in US4980463, and this method has bigger difficulty in actual production; Thionyl chloride or Vilsmeier reagent is chlorinated in DMF and ethyl acetate co-solvent. The characteristic of this reaction is to use ethyl acetate to protect the reaction system from oxidation during the reaction. The disadvantage is that the final product is a sticky substance , the content is only 67%, the solvent consumption is large, and the production cost is high

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Embodiment 1, a 1000ml four-necked round bottom flask is equipped with mechanical stirring, in the thermometer and condenser tube, add the 700mlDMF solution that contains 100 grams (0.268mol) sucrose-6-ethyl ester, cool to below 20 ℃, dropwise add 200 gram (1.68mol) of thionyl chloride, feed nitrogen after the dropwise addition, heat up to 70-75°C, keep warm for 1 hour; continue to heat up to 96-103°C, keep warm for 1 hour; finally heat up to 110-120°C, keep warm 3 to 4 hours; after the reaction is completed, cool to room temperature, adjust the pH to neutral with liquid alkali, extract three times with 200ml ethyl acetate, concentrate the extract to obtain sucralose-6-ethyl ester sticky substance, add 20ml of petroleum ether solvent formed a solid, which was filtered, washed with a small amount of petroleum ether, and dried to obtain 74.5 grams (0.174mol) of sucralose-6-ethyl ester crystals with a purity of 98.5% and a yield of 65%.

Embodiment 2

[0012] Embodiment 2, a 100 liters of enamel reaction kettles are equipped with mechanical agitation, a thermometer and a condenser tube with a water trap, add 69 kilograms of DMF solutions containing 10 kilograms (26.8mol) of sucrose-6-ethyl ester, and cool to 20 Below ℃, add 20 kg (168mol) of thionyl chloride dropwise, and then pass nitrogen gas after the dropwise addition, raise the temperature to 70-75°C, and keep it for 1 hour; continue to raise the temperature to 96-103°C, keep it for 1 hour; finally raise the temperature to 110 ~120°C, keep warm for 3-4 hours; after the reaction is over, cool to room temperature, adjust the pH to neutral with liquid alkali, extract three times with 18 kg of ethyl acetate, concentrate the extract to get sucralose-6-ethyl ester sticky substance 1.6 kg of petroleum ether solvent was added to the solution to form a solid, filtered, washed with a small amount of petroleum ether, and dried to obtain 7.3 kg (17.0 mol) of sucralose-6-ethyl ester ...

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PUM

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Abstract

The invention is a method to prepare a key intermediate sucralose-6-ethyl ester preparing food sweetener sucralose. Its concrete technical flow: (1) add sucrose-6-ethyl ester to N-formyl group containing solvent, cooling to below 30 deg.C and drip in sulfur oxychloride, then raise the temperature to 70-85 deg.C on the condition of charging nitrogen gas and preserve heat for 0.5-2 hours, continue raising the temperature to 90-105 deg.C and preserve heat for 0.5-2 hours, and finally raise the temperature to 105-125 deg.C and preserve heat for 2-5 hours; 2) cool to room temperature, adjust liquid alkali to neutral, extract by acetic ester, condense to obtain sucralose-6-ethyl ester solution, and add a small amount of ether solvent or water to the solution to obtain sucralose-6-ethyl ester crystal. The reaction is made under the protection of nitrogen gas, determines reaction conditions in three temperature segments, making it easy to carry out and selects an effective product crystallizing method, simple to operate, high yield and low production cost.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular to a method for preparing sucralose-6-ethyl ester, a key intermediate for preparing food sweetener sucralose. Background technique [0002] Sucralose is a functional sweetener, which represents the latest achievement in the development of sweeteners. It is formed by replacing the three hydroxyl groups of 4, 1' and 6' in the sucrose molecule with three chlorine atoms; and the sucrose molecule There are 8 hydroxyl groups in sucralose, which are three primary carbon hydroxyl groups (6, 1', 6' positions) and five secondary carbon hydroxyl groups (2, 3, 4, 3', 4' positions). To prepare sucralose, it is necessary Protection of the 6-hydroxyl group followed by selective chlorination. [0003] Chlorination methods have been reported in various literatures, all of which are based on the following two systems: the thionyl chloride system and the Vilsmeier reagent system. The thionyl chlorid...

Claims

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Application Information

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IPC IPC(8): C07H5/04C07H13/02
Inventor 蔡亚王方大
Owner 常州市牛塘化工有限公司
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