반응 #624634

반응 방정식

4-(trifluoromethyl)-1H-pyrazole

cesium carbonate

1-bromo-4-methoxy-2-methylbenzene

→

1-(4-methoxy-2-methylphenyl)-4-(trifluoromethyl)-1H-pyrazole

수율 29.0%

용매

N,N-dimethylformamide

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate (3×30 mL)
2. 2
   건조The combined organics were dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타Purification by column chromatography

실험 절차

To a mixture of 1-bromo-4-methoxy-2-methylbenzene (1.5 g, 7.5 mmol) in N,N-dimethylformamide (15 mL) was added 4-(trifluoromethyl)-1H-pyrazole (1.12 g, 8.21 mmol), copper(II) oxide (107 mg, 0.746 mmol), and cesium carbonate (4.86 g, 14.9 mmol). The mixture was heated in a microwave to 120° C. for 1 hour. The mixture was diluted with water (20 mL) and extracted with ethyl acetate (3×30 mL). The combined organics were dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography gave 1-(4-methoxy-2-methylphenyl)-4-(trifluoromethyl)-1H-pyrazole (550 mg, 29%) as a white solid. 1H NMR (400 MHz, CDCl3, δ): 7.81 (s, 1H), 7.74 (s, 1H), 7.16 (m, 1H), 6.74 (m, 2H), 3.77 (s, 3H), 2.10 (s, 3H).

출처