反应详情

To a solution of 4-[1-(4-trifluoromethoxyphenyl)-1H-[1,2,4]triazol-3-yl]-benzaldehyde (P-3; 2.59 g, 7.79 mmol) in EtOH (120 mL), sodium borohydride (725.8 mg, 19.18 mmol) was added as a solid in portions at room temperature. After the addition was complete, the mixture was stirred at room temperature for 90 minutes (min). The mixture was then diluted with EtOAc and washed with H2O. The aqueous fraction was extracted with EtOAc. The organic fractions were combined, dried over anhydrous MgSO4, and evaporated at room temperature under vacuum. The crude material was absorbed to silica gel with EtOAc and eluted with 50% EtOAc in hexane. The title product (2.43 g, 93%) was isolated as a white solid: mp 112-114° C.; 1H NMR (300 MHz, CDCl3) δ 8.55 (s, 1H), 8.29-8.12 (m, 2H), 7.91-7.69 (m, 2H), 7.43 (ddd, J=9.0, 5.7, 4.5 Hz, 4H), 4.78 (d, J=6.0 Hz, 2H), 2.07 (t, J=6.0 Hz, 1H); ESIMS m/z 336 (M+H).

1. additionAfter the addition
2. washwashed with H2O
3. extractionThe aqueous fraction was extracted with EtOAc
4. dry with materialdried over anhydrous MgSO4
5. customevaporated at room temperature under vacuum
6. customThe crude material was absorbed to silica gel with EtOAc
7. washeluted with 50% EtOAc in hexane