반응 #1055257

반응 방정식

2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile

4-(trifluoromethyl)benzyl chloride

sodium hydride

N2

N2

N2

→

desired compound

수율 88.3%

1-(4-fluorophenyl)-2-(4-trifluoromethylphenyl)-N,N-dimethylethenylamine

수율 88.3%

용매

water

dimethylformamide

반응 조건

후처리

1. 1
   기타Into a 200 ml four-necked flask equipped with a thermometer, a stirrer, a dropping funnel
2. 2
   기타further reacted at from 20 to 30° C. for one hour
3. 3
   workup.ADDITIONwas added
4. 4
   추출the mixture was extracted with 200 ml of ethyl acetate
5. 5
   세척The extract was washed with a 5% sodium hydrogen carbonate aqueous solution and water
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONEthyl acetate was distilled off
8. 8
   workup.DISTILLATIONthe obtained oily substance was distilled under reduced pressure

실험 절차

Into a 200 ml four-necked flask equipped with a thermometer, a stirrer, a dropping funnel and a N2 gas supply tube, a N2 gas was introduced so that the interior of the flask became a N2 atmosphere. 40 ml of dimethylformamide and 2.4 g (61.6 mmol) of sodium hydride (62% oil suspension) were charged, and a solution comprising 10 g (56 mmol) of 2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile and 10.9 g (56 mmol) of 4-(trifluoromethyl)benzyl chloride, was dropwise added over a period of one hour at from 5 to 10° C. under cooling with ice water and then further reacted at from 20 to 30° C. for one hour. After completion of the reaction, 200 ml of water was added, and the mixture was extracted with 200 ml of ethyl acetate. The extract was washed with a 5% sodium hydrogen carbonate aqueous solution and water and then dried over anhydrous sodium sulfate. Ethyl acetate was distilled off, and the obtained oily substance was distilled under reduced pressure to obtain 15.3 g (yield: 88.3%) of the desired compound (boiling point: 130-135° C./0.6 KPa). The NMR spectrum data thereof were as follows.

출처