반응 #1055259

반응 방정식

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

4-(trifluoromethyl)benzyl chloride

N2

N2

N2

sodium hydride

sulfuric acid

→

desired compound

수율 89.4%

4′-fluoro-2-(4-trifluoromethylphenyl)acetophenone

수율 89.4%

용매

dimethylformamide

water

반응 조건

후처리

1. 1
   기타Into a 1 l 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
   기타reacted at from 80 to 90° C. for one hour
4. 4
   workup.ADDITIONwas added
5. 5
   기타precipitated crystals
6. 6
   여과were collected by filtration
7. 7
   세척washed with a 2% sodium hydrogen carbonate aqueous solution and water
8. 8
   세척Then, the crystals were further washed
9. 9
   기타purified with 100 ml of n-hexane
10. 10
    기타vacuum-dried

실험 절차

Into a 1 l 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. 250 ml of dimethylformamide and 16.5 g (0.426 mol) of sodium hydride (62% oil suspension) were charged, and a solution comprising 69 g (0.387 mol) of 2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile and 75.4 g (0.387 mol) of 4-(trifluoromethyl)benzyl chloride, was dropwise added over a period of one hour at from 10 to 15° C. under cooling with ice water and then further reacted at from 20 to 30° C. for one hour. Then, 280 ml of 40% sulfuric acid was added to this reaction mixture and reacted at from 80 to 90° C. for one hour. After completion of the reaction, 2 l of water was added, and precipitated crystals were collected by filtration and washed with a 2% sodium hydrogen carbonate aqueous solution and water. Then, the crystals were further washed and purified with 100 ml of n-hexane and then vacuum-dried to obtain 97.7 g (yield: 89.4%) of the desired compound (melting point: 93-95° C.) as slightly yellow crystals.

출처