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Production process of beta-glucose pentaacetate

A technology for glucose pentaacetate and production methods, which is applied in the direction of sugar derivatives, sugar derivatives, chemical instruments and methods, etc., and can solve the problems of increasing the separation operation of by-products and solvents, increasing production costs, and reducing product yields. , to achieve the effects of easy operation, reduced production energy consumption, and convenient recycling

Inactive Publication Date: 2009-04-22
浙江合糖科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The method described in process 1, first adopts the operation method of washing the crude product with ice water, and the production process produces a large amount of acid-containing wastewater, causing environmental pollution; secondly, a part of the product is taken away in the washing water, and the product yield is not high; the product is decolorized by activated carbon again. , further reducing the product yield
The method described in process 2 uses a solvent to participate in the synthesis reaction, causing the by-product acetic acid to contain part of the solvent, which increases the separation operation of the by-product and the solvent, and increases the production cost

Method used

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Examples

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Embodiment 1

[0019] Add 935kg of acetic anhydride and 13.75kg of catalyst sodium acetate into a 2000L reactor, add 275kg of glucose under stirring, react at 90°C for 6 hours, recover by-product acetic acid and excess acetic anhydride at the end of the reaction to obtain viscous material. Add 275kg of ethyl acetate to dissolve, leave to stand for stratification, the catalyst layer is used for the next batch of product synthesis after recovering the solvent ethyl acetate, the material layer is washed with water, and the organic solvent in the organic layer is recovered to obtain refined glucose pentaacetic acid ester. The refined product was recrystallized with 550kg of anhydrous methanol, filtered, and dried to obtain 435kg of the product β-glucose pentaacetate, with a product yield of 72.9%, a content (HPLC) of 99.1%, and a melting point of 130 to 132°C.

Embodiment 2

[0021] Add 1246.6kg of acetic anhydride and 41.25kg of catalyst sodium acetate into a 2000L reactor, add 275kg of glucose under stirring, react at 130°C for 2 hours, recover by-product acetic acid and excess acetic anhydride at the end of the reaction to obtain viscous material. Add 825kg of toluene to dissolve, leave to stand for stratification, the catalyst layer is used for the next batch of product synthesis after recovering the solvent toluene, and the material layer is washed with water. The organic solvent in the organic layer is recovered to obtain refined glucose pentaacetate. The refined product was recrystallized with 550kg of absolute ethanol, filtered, and dried to obtain 441kg of the product β-glucose pentaacetate, with a product yield of 73.9%, a content (HPLC) of 99.8%, and a melting point of 131 to 132°C.

Embodiment 3

[0023] Add 935kg of acetic anhydride and 55kg of catalyst sodium acetate into a 2000L reactor, add 275kg of glucose under stirring, react at 105°C for 4 hours, and recover by-product acetic acid and excess acetic anhydride at the end of the reaction to obtain a viscous material. Add 275kg of benzene to dissolve, leave to stand for stratification, the catalyst layer is used for the next batch of product synthesis after recovering the solvent benzene, and the material layer is washed with water. The organic solvent in the organic layer is recovered to obtain refined glucose pentaacetate. The refined product was recrystallized with 550kg of anhydrous isopropanol, filtered, and dried to obtain 447kg of product β-glucose pentaacetate, with a product yield of 75%, a content (HPLC) of 99.0%, and a melting point of 131 to 132°C.

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Abstract

The invention discloses a method for producing beta-glucose penta-acetate. Under the action of an alkali catalyst, glucose and acetic anhydride react to generate a mixture mainly with beta-glucose penta-acetate; acetate acid and surplus acetic anhydride as byproducts are reclaimed; the acetate acid and the surplus acetic anhydride are added with a refined solvent to obtain refined glucose penta-acetate through refining and extraction; and the refined glucose penta-acetate is recrystallized through a crystal separation solvent to obtain the product of the beta-glucose penta-acetate with high purity. The industrialized production of the beta-glucose penta-acetate with high purity has simple process condition and process steps as well as easy operation; after the byproduct of the acetate acid is reclaimed, the acetate acid is added with the refined solvent so that the reclaimed acetate acid has high purity and contains no refined solvent; the reclaimed catalyst can be circularly applied to production; in the refining process, the residual acetate acid and acetic anhydride can be conveniently and effectively removed, thereby simplifying production process, reducing energy consumption and cost in production while reducing the production of wastewater.

Description

(1) Technical field [0001] The invention relates to a production method of β-glucose pentaacetate. (2) Background technology [0002] Monosaccharides and their derivatives have broad application prospects in agriculture, chemical medicine and cosmetics. β-glucose pentaacetate is mainly used as raw material for biochemical reactions, pharmaceutical intermediates and cosmetic intermediates, such as the synthesis of arbutin and its derivatives. And the existing β-glucose pentaacetate synthetic technique adopts following technique more: 1, glucose reacts with acetic anhydride of more than 5 times of mol amount under the action of catalyst, cools after reaction finishes, then puts material into a large amount of ice water and stirs Wash to remove residual acetic acid, acetic anhydride and catalyst, dissolve in ethanol after removing water, decolorize, filter while hot, crystallize and refine to obtain the product β-glucose pentaacetate. 2. As described in U.S. Patent US6350865B...

Claims

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Application Information

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IPC IPC(8): C07H13/04
CPCY02P20/584
Inventor 姜国平严晓阳朱霄鹏
Owner 浙江合糖科技有限公司
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