反应详情

To a solution of 19 (0.1 g, 0.35 mmol) in anhydrous MeOH (30 mL) was hydrogenated in the presence of 10% Pd/C (0.2 g) at 25±2° C. for 40 h. The catalyst was filtered off and the filtrate was evaporated. The crude was purified by column chromatography (SiO2, EtOAc: MeOH=30:1) to give 40. White solid; yield: 13.7%; mp 152-154° C.; MS (EI, 70 eV): m/z 271 (M+); IR (KBr): 1622.13 (C═O) cm−1; 1H-NMR (DMSO-d6, 200 MHz): δ 6.03 (s, 1H), 7.15 (d, J=8.8 Hz, 1H), 7.30-7.70 (m, 6H), 9.72 (s, 1H), 11.76 (s, 1H); 13C-NMR (DMSO-d6, 50 MHz): δ 107.67, 108.57, 116.75 (d, J=21.5 Hz), 120.54, 122.67, 123.36, 125.42, 126.70, 131.22, 132.49, 134.35, 144.30, 154.29, 159.43 (d, J=248.5 Hz), 176.82; Anal. calcd for C15H10FNO3: C, 66.42; H, 3.72; N, 5.16. Found: C, 66.38; H, 3.70; N, 5.15.

1. filtrationThe catalyst was filtered off
2. customthe filtrate was evaporated
3. customThe crude was purified by column chromatography (SiO2, EtOAc: MeOH=30:1)