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Method for preparing 1-o-hydroxyphenyl butanone

A technology of o-hydroxyphenyl butanone and anisole, which is applied in the field of preparation of 1-o-hydroxyphenyl butanone, can solve the problems of large catalyst consumption, low total reaction yield, low product purity, etc., and achieve product The effect of high yield, short process flow and high purity

Inactive Publication Date: 2009-03-18
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This series of patents uses n-butyric acid, thionyl chloride, phenol, etc. as raw materials to prepare target compounds. The reaction between n-butyric acid and thionyl chloride will release a large amount of hydrogen chloride and sulfur dioxide gas, which requires strict production equipment. And discharge a large amount of wastewater containing phenolic substances, and the process also has the disadvantages of low total reaction yield, low product purity, many by-products, large catalyst consumption and difficult recovery

Method used

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  • Method for preparing 1-o-hydroxyphenyl butanone
  • Method for preparing 1-o-hydroxyphenyl butanone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 54.5g (0.4moL) of 98% anhydrous aluminum trichloride and 80mL dichloroethane into a dry 500mL four-neck flask equipped with a stirrer, reflux condenser, and thermometer, and control the system temperature at about -5°C 22g (0.2moL) of 99% anisole was added dropwise to the reaction solution with stirring, and the temperature was controlled not to exceed 0°C; 21.8g (0.2moL) of 98% n-butyryl chloride was dissolved in 80mL of dichloroethane , after the addition of anisole is completed, then slowly add the dichloroethane solution of n-butyryl chloride dropwise to the reaction system for about 1 hour; Stir the reaction for 3 hours; after the reaction is completed, cool the system to room temperature, pour the reaction liquid into 130 g of crushed ice and concentrated hydrochloric acid mixture containing 10% hydrochloric acid by mass, let it stand for layers, separate the aqueous phase and the organic phase, and use 60 mL of the aqueous phase Dichloroethane was extracted t...

Embodiment 2

[0018] Add 99.5g (0.6moL) of 98% anhydrous iron trichloride, 150mL ethyl acetate in a dry 500mL four-neck flask with agitator, reflux condenser and thermometer, control the system temperature at about 0°C, Add 22 g (0.2 moL) of 99% anisole dropwise to the reaction solution under stirring, and control the temperature not to exceed 0°C due to exothermic reaction; dissolve 26.2 g (0.24 moL) of 98% n-butyryl chloride in 80 mL of ethyl acetate In the ester, after the anisole is added dropwise, slowly add the n-butyryl chloride solution dropwise to the reaction system, and the dropping time is about 1 hour; After 2 hours, the reaction was completed and the system was cooled to room temperature, and the reaction solution was poured into 230 g of crushed ice and concentrated hydrochloric acid mixture containing about 10% hydrochloric acid by mass, allowed to stand for layers, and the water phase and the organic phase were separated, and the water phase was mixed with 80 mL of acetic ac...

Embodiment 3

[0020] Add 111g (0.8moL) of 98% anhydrous zinc chloride and 150mL chlorobenzene in a dry four-necked flask with a stirrer, reflux condenser, and 500mL thermometer, and control the system temperature at about -4°C. 22g (0.2moL) of 99% anisole was added dropwise to the reaction liquid under the condition, due to the exothermic reaction, the temperature was controlled not to exceed 0°C; 24g (0.22moL) of 98% n-butyryl chloride was dissolved in 60mL of chlorobenzene, and After the anisole was added dropwise, the above-mentioned n-butyryl chloride solution was slowly added dropwise to the reaction system for about 1 hour. After the n-butyryl chloride dilution was added dropwise, the temperature was raised to reflux temperature, and the reaction was continued for 2.5 hours with stirring. After the reaction, the system was cooled to room temperature, and the reaction solution was poured into 180 g of crushed ice and concentrated hydrochloric acid mixture containing about 10% hydrochlor...

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Abstract

The present invention relates to a method for preparing 1-ortho-hydroxy phenyl butanone. In the presence of a catalyst of Lewis acid, anisole and butyryl chloride are reacted with an organic solvent as the reaction media at a circumfluence temperature for 2 to 3 hours. The reaction liquid is hydrolyzed by hydrochloric acid. A hydrolysate is separated from the reaction liquid so as to obtain an organic phase. The organic phase is dried by anhydrous magnesium sulfate, and then an organic solvent in the organic phase is removed through reduced pressure distillation so as to obtain 1-ortho-hydroxy phenyl butanone. The removed organic solvent can be recycled. The method is short in process flow, and high in product yield that usually reaches up to more than 90 percent. The obtained 1-ortho-hydroxy phenyl butanone is high in purity that reaches up to more than 95 percent usually. The reaction condition is mild and the three wastes are not discharged.

Description

technical field [0001] The invention relates to the field of agricultural chemicals, in particular to a preparation method of 1-o-hydroxyphenylbutanone. Background technique [0002] For a long time, due to the extensive use of chemical pesticides, it not only polluted the living environment, but also caused certain target organisms to develop a certain degree of resistance, resulting in a further increase in the use of chemical pesticides, and incidents of chemical pesticides polluting agricultural by-products and groundwater have occurred from time to time , pose a certain threat to human health. Therefore, the development and utilization of pesticide resources that are harmless to the environment and human beings have attracted more and more attention. [0003] Ginkgo is a characteristic plant in my country. It is called a living fossil of plants. It has strong resistance to stress and is not easy to be harmed by diseases and insect pests. A large number of studies have ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/825C07C45/46
Inventor 曹永松石天玉钱坤汤涛李健强刘西莉
Owner CHINA AGRI UNIV
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