反应详情

A solution of the product of Example 84A (0.63 g, 2.4 mmol), benzaldehyde (0.24 g, 2.3 mmol) and sodium cyanoborohydride (0.15 g, 2.4 mmol) in methanol (10 mL) containing 1% acetic acid was stirred at room temperature for 16 hours. The reaction mixture was quenched with water (20 mL) and the resultant solution was concentrated under vacuum to a yellow solid. The solid was dissolved in ethyl acetate (50 mL), and washed with water, 10% sodium bicarbonate and 10% sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered and solvent removed under vacuum leaving a light yellow oil. The oil was purified by silica gel chromatography eluting with 1% methanol in methylene chloride to provide the title compound (0.63 g, 77%).

1. customThe reaction mixture was quenched with water (20 mL)
2. concentrationthe resultant solution was concentrated under vacuum to a yellow solid
3. dissolutionThe solid was dissolved in ethyl acetate (50 mL)
4. washwashed with water, 10% sodium bicarbonate and 10% sodium chloride
5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
6. filtrationfiltered
7. customsolvent removed under vacuum
8. customleaving a light yellow oil
9. customThe oil was purified by silica gel chromatography
10. washeluting with 1% methanol in methylene chloride