반응 #624646

반응 방정식

water

4-(trifluoromethyl)-1H-pyrazole

4-fluoro-2-methylbenzonitrile

potassium carbonate

→

2-methyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)benzonitrile

수율 40.4%

용매

acetonitrile

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   온도The reaction was cooled to room temperature
3. 3
   기타The layers were separated
4. 4
   추출the aqueous was extracted with ethyl acetate (3×15 mL)
5. 5
   세척The combined organics were washed with water
6. 6
   건조dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated
9. 9
   기타Purification by flash column chromatography

실험 절차

To a solution of 4-(trifluoromethyl)-1H-pyrazole (1.0 g, 7.0 mmol) and 4-fluoro-2-methylbenzonitrile (1.16 g, 8.50 mmol) in acetonitrile (8 mL) was slowly added potassium carbonate (1.96 g, 14.2 mmol) at room temperature. The reaction was heated to 80° C. and stirred overnight. The reaction was cooled to room temperature and poured into water. The layers were separated and the aqueous was extracted with ethyl acetate (3×15 mL). The combined organics were washed with water, dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography gave 2-methyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)benzonitrile (710 mg, 40%) as a yellow solid. 1H NMR (400 MHz, CDCl3, δ): 8.26 (s, 1H), 7.94 (s, 1H), 7.72-7.74 (m, 2H), 7.61-7.64 (m, 1H), 2.64 (s, 3H).

출처