反应详情

To a solution of 3-bromo-4,5-dihydroxybenzaldehyde (11.5 g, 0.52 mol) in dimethylformamide (220 ml) was added cesium carbonate (50.7 g, 1.56 mol). The mixture was stirred at ambient temperature for 30 min, then 1,2-dibromoethane (12.76 g, 0.68 mol) were added. After heating at 80° for 4 h, the dimethylformamide was removed under reduced pressure. The residue was partitioned between water and ethyl acetate, and the organic layer was washed with brine and dried. The crude product was purified by flash column chromatography (silica gel, 4:1 hexane:ethyl acetate) to give the desired compound as an off-white solid (9.57 g, 75%).

1. temperatureAfter heating at 80° for 4 h
2. customthe dimethylformamide was removed under reduced pressure
3. customThe residue was partitioned between water and ethyl acetate
4. washthe organic layer was washed with brine
5. customdried
6. customThe crude product was purified by flash column chromatography (silica gel, 4:1 hexane:ethyl acetate)