反应详情

A solution of 3-(2-methoxyphenyl)-4,5-methylenedioxybenzaldehyde (0.850 g, 3.32 mmol), m-chloroperbenzoic acid (1.431 g, 8.29 mmol) in CH2Cl2 (25 mL) was heated to reflux overnight. The resulting orange mixture was evaporated, dissolved into MeOH (15 mL) and 2.5 M NaOH (6 mL) and stirred for 45 minutes. The dark mixture was diluted with ethyl acetate and acidified with 1.0 N HCl. The layers were separated and the organics washed successively with water, 0.5 M NaHCO3, water, brine and dried (MgSO4). The mixture was filtered, evaporated and the residue was purified on silica gel (hexane:ethyl acetate 4:1) to give 0.55 g of 3-(2-methoxyphenyl)-4,5-methylenedioxyphenol (68%) as a tan solid, 1H NMR (500 MHz; CDCl3): δ 3.82 (s, 3H); 5.91 (s, 2H); 6.40–6.45 (m, 2H); 6.99 (d, J=9.0 Hz, 1H); 7.02 (d, J=7.0 Hz, 1H); 7.40–7.30 (m, 2H).

1. temperatureto reflux overnight
2. customThe resulting orange mixture was evaporated
3. dissolutiondissolved into MeOH (15 mL) and 2.5 M NaOH (6 mL)
4. additionThe dark mixture was diluted with ethyl acetate
5. customThe layers were separated
6. washthe organics washed successively with water, 0.5 M NaHCO3, water, brine
7. dry with materialdried (MgSO4)
8. filtrationThe mixture was filtered
9. customevaporated
10. customthe residue was purified on silica gel (hexane:ethyl acetate 4:1)