2-(4-hydroxy benzene)-methyl acetate and its preparation method

A methyl acetate, hydroxybenzene technology, applied in the preparation of carboxylate, chemical instruments and methods, preparation of organic compounds and other directions, can solve the problems of broad antibacterial spectrum and narrow, weak antibacterial ability, harmful to health, etc. Bacteriostatic effect, no pollutant discharge, mild process conditions

Inactive Publication Date: 2013-08-14
SHOUGUANG YUYUAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the preservatives widely used in food by various domestic food manufacturers include: sodium benzoate and potassium sorbate, which are cheap, widely used, and have antiseptic effects, but their antibacterial ability is weak and their antibacterial broad spectrum is narrow. , but they all questioned that it is harmful to health, has poor safety, and is only suitable for acidic foods. At present, the country has begun to restrict its use

Method used

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  • 2-(4-hydroxy benzene)-methyl acetate and its preparation method
  • 2-(4-hydroxy benzene)-methyl acetate and its preparation method
  • 2-(4-hydroxy benzene)-methyl acetate and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1, the preparation method of 2-(4-hydroxybenzene)-methyl acetate comprises the following steps:

[0029] Condensation reaction: Add 122.2g of condensation reaction catalyst concentrated sulfuric acid and 136.3g of deionized water into a 5000ml four-necked reaction flask, add 470g of phenol under normal temperature and pressure conditions, there is a small amount of insoluble matter, start stirring, and dropwise add 180.8g of glyoxylic acid , the color of the reaction solution gradually deepens. After the addition is completed, the reaction solution is light red. The reaction is carried out at a temperature of 25-30°C for 18-20 hours. After TLC detection and tracking, the spots of the raw materials disappear and reach the end point, that is, the reaction is complete. The chemical reaction formula is as follows:

[0030] ;

[0031] Neutralization and extraction: After the condensation reaction is completed, add 800g of cold water and 280g of sodium bicarb...

Embodiment 2

[0040] Embodiment 2, the preparation method of 2-(4-hydroxybenzene)-methyl acetate comprises the following steps:

[0041] Condensation reaction: Add 164.5g of condensation reaction catalyst concentrated sulfuric acid and 155.1g of deionized water into a 5000ml four-necked reaction flask, add 470g of phenol under normal temperature and pressure conditions, there is a small amount of insoluble matter, start stirring, and dropwise add 151.6g of glyoxylic acid , the color of the reaction solution gradually deepens. After the addition is completed, the reaction solution is light red. The reaction is carried out at a temperature of 35-40°C for 18-20 hours. TLC detection and tracking, the spots of the raw materials disappear and reach the end point, that is, the reaction is complete. The reaction formula is as follows:

[0042] ;

[0043] Neutralization and extraction: After the condensation reaction is completed, at normal pressure and at a temperature of 25±5°C, adjust the pH to...

Embodiment 3

[0052] Embodiment 3, the preparation method of 2-(4-hydroxybenzene)-methyl acetate comprises the following steps:

[0053] Condensation reaction: Add 141g of condensation reaction catalyst concentrated sulfuric acid and 145.7g of deionized water into a 5000ml four-necked reaction flask, add 470g of phenol under normal temperature and pressure conditions, there is a small amount of insoluble matter, start stirring, and add 167.9g of glyoxylic acid dropwise, The color of the reaction solution gradually deepens. After the addition is completed, the reaction solution is light red. The reaction is carried out at a temperature of 30-35°C for 20 hours. After TLC detection and tracking, the spots of the raw materials disappear and reach the end point, that is, the reaction is complete. The reaction formula is as follows:

[0054] ;

[0055] Neutralization and extraction: After the condensation reaction is over, add 900g of cold water and 300g of sodium bicarbonate to the system at n...

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Abstract

The invention relates to 2-(4-hydroxy benzene)-methyl acetate, which is prepared from the raw materials of phenol and glyoxalic acid with the steps of condensation reaction, neutralization and extraction, phenol recovery, acidification and extraction, rectification and esterification. The bacteriostatic activity of 2-(4-hydroxy benzene)-methyl acetate mainly derives from molecular-state 2-(4-hydroxy benzene)-methyl acetate. As the hydroxy within a molecular is esterified, no ionization can occur any more, so 2-(4-hydroxy benzene)-methyl acetate can exert good bacteriostatic effects when the pH ranges from 2-8. With a phenolic hydroxyl structure, 2-(4-hydroxy benzene)-methyl acetate presents a stronger antibacterial property than benzoic acid and sorbic acid. On the basis of different physicochemical characteristics, 2-(4-hydroxy benzene)-methyl acetate can be applied to anticorrosion in food, medicine, organic synthesis and other industries. And the preparation method is characterizedby short process route, mild process condition, high yield, easy implementation, environmental friendliness and no pollutant discharge. In addition, the wastewater from production can be treated for continuous use.

Description

field of invention [0001] The invention relates to a bacteriostatic and antiseptic compound 2-(4-hydroxybenzene)-methyl acetate and a preparation method thereof, belonging to the technical field of chemical industry. Background technique [0002] Generally, preservatives are added to food to prevent food spoilage and prolong storage time. At present, the preservatives widely used in food by various domestic food manufacturers include: sodium benzoate and potassium sorbate, which are cheap, widely used, and have antiseptic effects, but their antibacterial ability is weak and their antibacterial broad spectrum is narrow. , but they are all questioned that it is harmful to health, has poor safety, and is only suitable for acidic foods. At present, the country has begun to restrict its use. Contents of the invention [0003] The technical problem to be solved in the present invention is to provide a kind of 2-(4-hydroxybenzene)-methyl acetate with good antibacterial effect an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/732C07C67/08A01P1/00
Inventor 赵志杰魏光奎魏广波
Owner SHOUGUANG YUYUAN CHEM
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