Method for synthesizing dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate

A technology of trihydroxybenzoic acid and benzoate, applied in the field of fine chemicals, can solve the problems of unsatisfactory anti-HIV effect and low degree of substitution in general, and achieve the effects of improved surface activity and easy control of synthesis process conditions

Inactive Publication Date: 2019-03-01
GUILIN UNIVERSITY OF TECHNOLOGY
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  • Claims
  • Application Information

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Problems solved by technology

Since the monoesterification of xylan only introduces a biologically active group, t...

Method used

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  • Method for synthesizing dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate
  • Method for synthesizing dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate
  • Method for synthesizing dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate

Examples

Experimental program
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Embodiment

[0043] (1) Dry 6 g of bagasse xylan in a constant-temperature vacuum oven at 60° C. for 24 hours to constant weight to obtain dry-based bagasse xylan.

[0044] (2) Add 8g of 3,4,5-trihydroxybenzoic acid into a 250mL four-necked flask, and add 18mL of analytically pure acetic anhydride and 15mL of analytically pure pyridine, control the temperature of the ice bath at 5°C, and react under stirring for 6 Hour. Add 30 mL of hydrochloric acid solution with a mass fraction of 25%, and stir evenly to obtain a crude product of 3,4,5-triacetylbenzoic acid.

[0045](3) The crude product of 3,4,5-triacetylbenzoic acid obtained in step (2) was filtered with suction, and the precipitate was fully washed with 15 mL of distilled water for 3 times, then filtered with suction, and the filter cake was sent to a vacuum constant temperature drying oven at 50°C for 24 hours to dry. Constant weight, in 3,4,5-triacetylbenzoic acid.

[0046] (4) Take 6 g of 3,4,5-triacetylbenzoic acid obtained in s...

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Abstract

The invention discloses a method for synthesizing dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate. The method comprises the steps: subjecting 3,4,5-triacetyl benzoyl chloride, which isproduced through subjecting 3,4,5-trihydroxybenzoic acid to acetylation and acyl chlorination and serves as an esterifying agent, to an esterification reaction with bagasse xylan in a N,N-dimethylformamide solvent, so as to synthesize bagasse xylan 3,4,5-trihydroxy benzoate; then, carrying out a second-step esterification reaction by taking benzoic acid as an esterifying agent and triethylamine asa catalyst, and synthesizing a dual-esterified 3,4,5-trihydroxybenzoxy bagasse xylan benzoate derivative in a dichloromethane solvent. According to the method, on the basis of unique bioactivity of xylan esterified derivatives, through introducing two kinds of active groups, the product has the advantages that the bioactivity of xylan is improved, and meanwhile, the range of application of the xylan derivatives in the fields of medicine, biology, functional materials and the like is widened.

Description

technical field [0001] The invention relates to the field of fine chemicals and provides a method for synthesizing diesterized 3,4,5-trihydroxybenzoic acid-based bagasse xylan benzoate. Background technique [0002] Bagasse is an industrial residue of the sugar industry in Guangxi, and its rich xylan can be transformed into high value-added products through physical and chemical modification. The monoesterification modification of xylan is one of the commonly used modification methods of xylan. After xylan is esterified, its product not only improves and improves in structure and thermal stability, but also enhances the antioxidant capacity. , anti-HIV, anti-tumor, anti-virus and other biological activities. [0003] The anti-HIV activity of xylan can be enhanced by esterification of gallic acid with strong biological activity, namely 3,4,5-trihydroxybenzoic acid, with bagasse xylan. Since the monoesterification of xylan only introduces a biologically active group, the deg...

Claims

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Application Information

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IPC IPC(8): C08B37/00
CPCC08B37/0057
Inventor 李和平柴建啟耿恺张淑芬杨莹莹武晋雄张俊龚俊
Owner GUILIN UNIVERSITY OF TECHNOLOGY
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