反应详情

Compound 56 (274 mg, 0.81 mmol) was first dissolved in acetonitrile (10 mL), with potassium permanganate (192 mg, 1.22 mol) and alumina (567 mg, 0.3 mol) added into the solution in batch. After stirring the resulting mixture at room temperature for 40 min, CH3OH (1 mL) was added to reduce excess oxidant. The mixture was filtered and the solid material was washed with DCM:CH3OH=10:1. The filtrate was evaporated and the resulting crude material was purified with silica gel column chromatography (PE:EtOAc:TEA=3:1:0.2) to give compound 57 (110 mg, 41%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ7.32-7.43 (m, 6H), 7.28 (d, 2H, J=8.3 Hz), 7.09 (d, 2H, J=8.3 Hz), 6.90-9.95 (m, 2H), 6.70 (br s, 1H), 5.19 (s, 2H), 2.65 (t, 2H, J=7.4 Hz), 2.62 (d, 2H, J=7.4 Hz), 1.98-2.07 (m, 2H).

1. additionadded into the solution in batch
2. filtrationThe mixture was filtered
3. washthe solid material was washed with DCM
4. customThe filtrate was evaporated
5. customthe resulting crude material was purified with silica gel column chromatography (PE:EtOAc:TEA=3:1:0.2)