반응 #624604

반응 방정식

(4-iodophenyl)methanol

4-(trifluoromethyl)-1H-pyrazole

trans-4-hydroxy-L-proline

cesium carbonate

→

(4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanol

용매

water

dimethylsulfoxide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate twice
2. 2
   건조The combined organic layers were dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타Purification by column chromatography (0-45% ethyl acetate in heptane)

실험 절차

A mixture of (4-iodophenyl)methanol (1030 mg, 4.41 mmol), 4-(trifluoromethyl)-1H-pyrazole (600 mg, 4.41 mmol), copper(I) iodide (168 mg, 0.882 mmol), trans-4-hydroxy-L-proline (231 mg, 1.76 mmol) and cesium carbonate (2900 mg, 8.82 mmol) in dimethylsulfoxide (7.5 mL) was heated to 85° C. for 20 hours. The mixture was diluted with water and extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulfate, filtered and concentrated. Purification by column chromatography (0-45% ethyl acetate in heptane), gave (4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanol. 1H NMR (400 MHz, CDCl3, δ): 8.16 (s, 1H), 7.89 (s, 1H), 7.65 (d, J=8.39 Hz, 2H), 7.47 (d, J=8.39 Hz, 2H), 4.74 (d, J=5.66 Hz, 2H), 1.85 (t, J=5.86 Hz, 1H).

출처