反应详情

A solution of 2-[(5-methoxy-2-methoxymethoxybenzylidene)amino]-3-methylphenol (F4) (1.51 g, 5 mmol) and BaMnO4 (5.13 g, 20 mmol) in benzene (50 mL) was refluxed for 5 hours under dry N2 gas flowing. After the reaction mixture was cooled to room temperature, BaMnO4 was removed through Celite and the filtrate was concentrated in vacuo. The black residue was purified by silica gel column chromatography (CHCl3) to afford the objective compound as a pale yellow solid (976 mg, 65%): 1H-NMR (500 MHz, CDCl3) , 2.68 (s, 3H), 3.55 (s, 3H), 3.87 (s, 3H), 5.25 (s, 2H), 7.02 (dd, 1H, J=9.0, 3.0 Hz), 7.15 (d, 1H, J=8.0 Hz), 7.21 (d, 1H, J=9.0 Hz), 7.24 (t, 1H, J=8.0 Hz), 7.42 (d, 1H, J=8.0 Hz), 7.63 (d, 1H, J=3.0 Hz).

1. customBaMnO4 was removed through Celite
2. concentrationthe filtrate was concentrated in vacuo
3. customThe black residue was purified by silica gel column chromatography (CHCl3)