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Copper bromide reagent, preparation method thereof, and synthesis method of alpha-amido propiophenone and derivative thereof

A synthesis method, copper bromide technology, applied in chemical instruments and methods, copper organic compounds, chemical/physical processes, etc., can solve the problem of unsuitable large-scale industrial production, expensive raw materials of azo compounds, long reaction time, etc. problem, to achieve the effects of good reactivity, green synthesis route, and easy operation.

Active Publication Date: 2014-06-11
ANHUI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the disadvantages of long reaction time, medium yield, high price and high toxicity of the azo compound raw materials used in this method, it is not suitable for large-scale industrial production.

Method used

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  • Copper bromide reagent, preparation method thereof, and synthesis method of alpha-amido propiophenone and derivative thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] In a 50ml one-necked flask, add a polytetrafluoroethylene magnetic stirrer, 0.2mmol copper bromide, 0.20mmol 2,6-bis[4-(1,1-dimethyl)-2-oxazoline-2- Base] pyridine, 15ml methanol and 10ml dichloromethane solvent; after ultrasonic mixing, react at 20°C under nitrogen protection for 5 hours. The obtained mixture was removed with a rotary evaporator to remove the solvent, and washed with methanol and ether to obtain a light green solid, which was washed with ether and dried to obtain 95 mg (96%) of a light green solid, which was 2,6-bis[4-( 1,1-Dimethyl)-2-oxazolin-2-yl]pyridinated copper bromide coordination compound, namely copper bromide reagent.

Embodiment 2

[0022] In a 50ml one-necked flask, add a polytetrafluoroethylene magnetic stirrer, 0.1mmol copper bromide, 0.5mmol 2,6-bis[4-(1,1-dimethyl)-2-oxazoline-2- Base] pyridine, 15ml methanol and 10ml dichloromethane solvent; after ultrasonic mixing, react at 15°C under nitrogen protection for 5 hours. The obtained mixture was removed with a rotary evaporator to remove the solvent, and washed with methanol and ether to obtain a light green solid, which was washed with ether and dried to obtain 48 mg (96%) of a light green solid, which was 2,6-bis[4-( 1,1-Dimethyl)-2-oxazolin-2-yl]pyridinated copper bromide coordination compound, namely copper bromide reagent.

Embodiment 3

[0024] In a 50ml one-necked flask, add a polytetrafluoroethylene magnetic stirrer, 0.5mmol copper bromide, 0.1mmol 2,6-bis[4-(1,1-dimethyl)-2-oxazoline-2- Base] pyridine, 15ml methanol and 10ml dichloromethane solvent; after ultrasonic mixing, react at 23°C under nitrogen protection for 6 hours. The resulting mixture was removed from the solvent with a rotary evaporator, washed with methanol and ether to obtain a light green solid, washed with ether, and dried to obtain 48 mg (96%) of a light green solid, which was 2,6-bis[4-(1 ,1-Dimethyl)-2-oxazolin-2-yl]pyridinated copper bromide coordination compound, that is, copper bromide reagent.

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Abstract

The invention discloses a copper bromide reagent, a preparation method thereof, and a synthesis method of alpha-amido propiophenone and derivative thereof. Copper bromide cheap in industry and 2,6-bi[4-(1,1-dimethyl)-2-oxazoline-2-base] pyridine react to directly obtain high yield of high-purity copper bromide reagent, in addition, the copper bromide reagent and propiophenone containing multiple important functional groups have good reaction activity. Due to the characteristic, high yield of alpha-amido propiophenone and derivative thereof can be obtained in mild conditions, conventional expensive azoic compound materials are not used, the cost is lowered to a large extent, the operation requirement is also lowered, and alpha-amido propiophenone and derivative thereof have good application prospect in industry.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a copper bromide reagent and a preparation method thereof, and a synthesis method of α-aminopropiophenone and derivatives thereof. Background technique [0002] Compounds containing α-aminopropiophenone widely exist in the active molecules of drugs and natural products, and have important application value in the fields of biochemistry, medicine, pesticides and functional materials. Moreover, many compounds containing α-aminopropiophenone structure are clinically used drugs, such as diethylpropion (diethylpropion) with a similar structure is a special weight-loss drug; dimethylaminopropiophenone is Intermediates in the synthesis of antidepressant fluoxetine, etc. The traditional method of synthesizing α-aminopropiophenone and its derivatives is to use propiophenone and its derivatives to react with azo compounds (Molecules2010, 15(2), 917-958). However, th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08B01J31/22C07D295/104C07D295/145
Inventor 贾卫国李丹丹孙影盛恩宏
Owner ANHUI NORMAL UNIV
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