反应详情

温度

0 °C

Distilled acetaldehyde (0.11 mL, 1.90 mmol) was added to a solution of Example 72k (0.180 g, 0.38 mmol) in dry methanol (15 mL), followed by the addition of trifluoroacetic acid (0.03 mL, 0.38 mmol). The reaction mixture was stirred at 0° C. for 2 h. Sodium cyanoborohydride was added and the reaction mixture was allowed to come to room temperature and then left stirring overnight. It was concentrated, treated with 10% aqueous sodium bicarbonate solution, water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried, concentrated and purified using flash chromatography (silica gel, methanol/chloroform) to obtain the title compound as a white solid. Yield: 0.118 g (62%); 1H NMR (DMSO-d6): δ 1.20 (t, 3H, CH3), 1.90-2.00 (m, 4H, 2CH2), 2.60-2.69 (m, 4H, 2CH2), 2.70 (s, 3H, CH3), 3.45 (q, 2H, CH2), 3.55 (t, 2H, CH2), 3.90 (s, 3H, OCH3), 4.70 (s, 2H, CH2), 6.65 (s, 1H, Ar), 6.75 (s, 1H, Ar), 8.10 (s, 1H, Ar), 8.55 (s, 1H, Ar); MS: m/e (ES+) 493 (M+1).

1. customto come to room temperature
2. waitleft
3. stirringstirring overnight
4. concentrationIt was concentrated
5. additiontreated with 10% aqueous sodium bicarbonate solution, water
6. extractionextracted with ethyl acetate
7. washThe organic layer was washed with water, brine
8. customdried
9. concentrationconcentrated
10. custompurified