反应详情

温度

80 °C

To a solution of the ketone 483 (2.47 g, 6.6 mmol) in EtOH (35 mL) is added hydroxylamine hydrochloride (1.83 g, 26.4 mmol) followed by pyridine (2.13 mL, 26.4 mmol). The mixture is stirred at 80° C. for 8 h. The reaction mixture is cooled, the solvent is evaporated, and the residue dissolved in EtOAc, washed with water, brine, then dried (MgSO4), and filtered. The filtrate is evaporated, and the residue purified by chromatography on silica gel; elution with heptane:EtOAc (7:3) gives 1.95 g of the product 484. 1H NMR (CDCl3) δ 7.55 (d, 2 H), 7.50-7.10 (m, 10 H), 7.00-6.70 (m, 2 H), 6.50-6.35 (m, 1 H), 5.30-5.00 (m, 2 H), 3.80 (d, 3 H); MS: m/z 391 (M++1).

1. temperatureThe reaction mixture is cooled
2. customthe solvent is evaporated
3. dissolutionthe residue dissolved in EtOAc
4. washwashed with water, brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customThe filtrate is evaporated
8. customthe residue purified by chromatography on silica gel
9. washelution with heptane:EtOAc (7:3)