反应详情

A solution of the product of Example 23 (148 mg), benzaldehyde (520 mg), and acetic acid (25 mg) in dichloroethane (3 mL) was treated with sodium triacetoxyborohydride (121 mg). After 14 h, the reaction was quenched with saturated aqueous sodium bicarbonate, and the aqueous phase was extracted with dichloromethane (120 mL). The organic phase was dried (magnesium sulfate) and evaporated in vacuo. Silica gel chromatography of the residue (5% 2M ammonia-methanol/dichloromethane) gave the title compound as a light yellow solid (8 mg). 1H NMR (400 MHz, CDCl3): 7.36-7.24 (m, 5H), 6.94-6.81 (m, 4H), 3.96 (t, J=6.4 Hz, 2H), 3.56 (s, 2H), 3.08 (t, J=4.9 Hz, 4H), 2.64-2.60 (m, 4H), 2.04-1.94 (m, 2H), 1.80-1.75 (m, 4H).

1. customthe reaction was quenched with saturated aqueous sodium bicarbonate
2. extractionthe aqueous phase was extracted with dichloromethane (120 mL)
3. dry with materialThe organic phase was dried (magnesium sulfate)
4. customevaporated in vacuo