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Alpha-bromoacetophenone compound production method

A technology of bromoacetophenone and manufacturing method, applied in the field of organic compound manufacturing, can solve the problems of no industrial use value, high production cost, high price, etc., achieve the effect of deep processing and utilization, avoid recycling, and reduce production cost

Inactive Publication Date: 2006-07-26
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Because above-mentioned method all needs to use poisonous and harmful organic solvent, the price of brominated agent such as dibromodioxane, tribromotetraalkyl ammonium salt is high, and production cost is too high, has no industrial use value

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: in the three-necked flask of 100 milliliters, install thermometer, stirrer, add acetophenone (100 millimoles, 12 grams), water (50 milliliters), then start to stir and be heated to 50 ℃. Liquid bromine (105 mmol, 16.8 g) was added dropwise over half an hour. Control reaction temperature is 50 ℃-60 ℃. After the bromine addition was complete, it was stirred at this temperature for an additional 4 hours. Then cool to room temperature, filter, and recrystallize with methanol to obtain the product, and the yield of α-bromoacetophenone is 92%.

Embodiment 2

[0016] Embodiment 2: In the three-necked flask of 100 milliliters, install thermometer, stirrer, add 4-methyl acetophenone (100 millimoles, 13.4 grams), water (40 milliliters), then start to stir and be heated to 50 ℃. Liquid bromine (105 mmol, 16.8 g) was added dropwise over half an hour. Control the reaction temperature to be 90°C-100°C. After the bromine addition was complete, stirring was continued at this temperature for 5 hours. Then cool to room temperature, filter, and recrystallize with methanol to obtain the product, and the yield of α-bromoacetophenone is 88%.

Embodiment 3

[0017] Embodiment 3: in the three-necked bottle of 100 milliliters, install thermometer, stirrer, add 4-chloroacetophenone (100 millimoles, 15.5 grams), water (45 milliliters), then start to stir and be heated to 90 ℃. Liquid bromine (105 mmol, 16.8 g) was added dropwise over half an hour. Control the reaction temperature to be 90°C-100°C. After the bromine addition was complete, it was stirred at this temperature for another 6 hours. Then cool to room temperature, filter, and recrystallize with methanol to obtain the product, and the yield of α-bromoacetophenone is 85%.

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PUM

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Abstract

The preparation method for alpha-hypnone bromide comprises: stirring and heating to 90Deg, dripping the liquid bromine directly into hypnone compound aqueous solution to produce the product as an important drug intermediate and HBr gas. This invention is practical, belongs to a green chemical method without any toxic organic solvent, and has great economic value.

Description

technical field [0001] The invention belongs to the technical field of organic compound production, in particular to a production method of α-bromoacetophenone compounds. Background of the invention [0002] α-Bromoacetophenone compounds are very important chemical intermediates, which are widely used in pharmaceutical, pesticide and other industries. The products of acetophenone compounds in my country are large in quantity and cheap in price. It is of very important economic value to produce high-value-added α-bromoacetophenone compounds from cheap acetophenone compounds through bromination reaction. The bromination reaction of acetophenone compounds generally needs to dissolve the acetophenone compounds in an appropriate organic solvent, and then add bromine, bromosuccinamide, tribromotetraalkylammonium salt and other brominating agents. [0003] So far, the main synthesis methods are: [0004] (1) A. Wohl (Ber.1919, 52, page 51-54.) et al reported the bromination reac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/63C07C49/80
Inventor 刘国斌
Owner FUDAN UNIV
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