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Synthetic method of 3,5-2-fluoro-(trifluoromethyl)benzophenone

A technology of difluorotrifluoromethyl phenone and its synthesis method, which is applied in the field of compound synthesis, can solve problems such as no relevant literature reports on compound synthesis, and achieve the effects of high product yield, low raw material cost, and mild environment

Inactive Publication Date: 2013-03-13
大连九港生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 3,5-Difluorotrifluoromethylbenzophenone is an important pharmaceutical and organic chemical intermediate. and pharmacologically active compounds as raw material reserves, but there is no relevant literature report on the synthesis of this compound at home and abroad

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0009] Add 140g of tetrahydrofuran and 0.2g of iodine to a four-port reaction kettle equipped with mechanical stirring, a thermometer sleeve, and a reflux condenser. Under nitrogen protection, add 20.3g of magnesium chips and 1.5g of bromoethane to initiate the reaction and keep it for 15 minutes. 124.8 g of 3,5-difluorobromobenzene was added dropwise at room temperature, and the temperature during the dropping process was controlled at 30-40°C. After the dropwise addition, the temperature was controlled at 35° C. and stirred for 2 h to prepare a Grignard reagent. Dilute the Grignard reagent with 200ml of tetrahydrofuran, and slowly add the above-mentioned Grignard reagent dropwise to the tetrahydrofuran solution (100ml) of trifluoroacetic anhydride (177.5g), the temperature of the dropping process is controlled at 20-30°C, and the temperature after the dropwise addition is Control the reaction at 25°C for 1 to 1.5 hours. The reaction solution was slowly added to ice water. ...

Embodiment 2

[0011] Add 14g of methyl tetrahydrofuran and 0.02g of iodine to a four-port reaction kettle equipped with mechanical stirring, a thermometer sleeve, and a reflux condenser. Under nitrogen protection, add 2g of magnesium chips and 0.15g of bromoethane to initiate the reaction and keep it for 15min . 12.5 g of 3,5-difluorobromobenzene was added dropwise at room temperature, and the temperature during the dropping process was controlled at 30-40°C. After the dropwise addition, the temperature was controlled at 35° C. and stirred for 2 h to prepare a Grignard reagent. Dilute the Grignard reagent with 20ml of methyltetrahydrofuran, and slowly add the above Grignard reagent dropwise to the solution of trifluoroacetic anhydride (17.8g) in methyltetrahydrofuran (20ml). After the addition, the temperature was controlled at 25°C and the reaction was kept for 1-1.5 hours. The reaction solution was slowly added to ice water. The organic layer was separated, the aqueous layer was extrac...

Embodiment 3

[0013] Add 14g of tetrahydrofuran and 0.02g of iodine into a four-port reaction kettle equipped with mechanical stirring, a thermometer sleeve, and a reflux condenser. Under nitrogen protection, add 2g of magnesium chips and 0.15g of bromoethane to initiate the reaction and keep it for 15 minutes. 12.5 g of 3,5-difluorobromobenzene was added dropwise at room temperature, and the temperature during the dropping process was controlled at 30-40°C. After the dropwise addition, the temperature was controlled at 35° C. and stirred for 2 h to prepare a Grignard reagent. Dilute the Grignard reagent with 20ml of tetrahydrofuran, and slowly add the above Grignard reagent dropwise to the solution of trifluoroacetic anhydride (17.8g) in methyl tetrahydrofuran (20ml). Afterwards, the temperature is controlled at 25° C. and the reaction is kept for 1 to 1.5 hours. The reaction solution was slowly added to ice water. The organic layer was separated, the aqueous layer was extracted with eth...

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PUM

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Abstract

The invention discloses a synthetic method of a compound, which belongs to the technical field of organic synthesis. A synthetic method of 3,5-2-fluoro-(trifluoromethyl)benzophenone comprises the following steps: putting solvents and iodine into a four-port reaction kettle, and under the protection of nitrogen, putting magnesium chips and a small amount of bromoethane into the reaction kettle to carry out initiation reaction, wherein the reaction time is controlled in 15min; dropwise adding 3,5-difluorobromobenzene into the reaction kettle at 30-40 DEG C; after the adding step is completed, stirring the obtained mixture for 2h at 35 DEG C so as to obtain a Grignard reagent; slowly dropwise adding the obtained Grignard reagent into a trifluoroacetic anhydride solvent solution at 20-30 DEG C; and after the adding step is completed, carrying out thermal reaction for 1-1.5h at 25 DEG C; slowly adding the obtained reaction liquid into ice water, separating out an organic layer, extracting a water layer by using ethyl acetate, combining with the organic layer, carrying out water washing, drying and solvent recovery on the organic layer so as to obtain a coarse product, and carrying out rectification on the coarse product so as to obtain a pure product. The synthetic method disclosed by the invention is low in raw material cost, simple in process condition, easy to operate, moderate to the environment, and high in product yield.

Description

technical field [0001] The invention relates to a compound synthesis method, in particular to a compound synthesis method used as a pharmaceutical intermediate, and belongs to the field of organic synthesis. Background technique [0002] 3,5-Difluorotrifluoromethylbenzophenone is an important pharmaceutical and organic chemical intermediate. The research and development of this compound can be used as a raw material reserve for the synthesis of some compounds with physiological and pharmacological activities. The synthesis has not been reported in the relevant literature. Contents of the invention [0003] In order to overcome the deficiencies in the prior art, the object of the present invention is to provide a synthesis of a kind of 3,5-difluorotrifluoromethylbenzophenone with low raw material cost, simple and easy operation, mild environment and high product yield. method [0004] In order to achieve the purpose of the above invention and solve the problems existing ...

Claims

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Application Information

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IPC IPC(8): C07C49/80C07C45/45
Inventor 宫本海于圣慧
Owner 大连九港生物科技有限公司
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