反应详情

温度

70 °C

A solution of 2-amino-3-nitro-phenol (18.0 g, 0.117 mol) and epibromohydrin (21.0 g, 0.15 mol) in DMF (200 mL) containing potassium carbonate (20.7 g, 0.15 mol) was stirred at 70° C. overnight. The mixture was evaporated in vacuo, water was added to the residue and the mixture was then extracted with dichloromethane (2×300 mL), the combined organic layers were washed with saturated sodium chloride (300 mL), dried and concentrated. Purification by flash column chromatography (silica gel, methylene chloride) provided 15.0 g of the title compound as an orange solid. 1H NMR (DMSO-d6): δ 7.60 (dd, 1H); 7.11 (dd, 1H); 7.05 (s, 2H); 6.60 (dd, 1H); 4.40 (dd, 1H); 3.93 (dd, 1H); 3.42 (m, 1H); 2.87 (dd, 1H); 2.75 (dd, 1H).

1. customThe mixture was evaporated in vacuo, water
2. additionwas added to the residue
3. extractionthe mixture was then extracted with dichloromethane (2×300 mL)
4. washthe combined organic layers were washed with saturated sodium chloride (300 mL)
5. customdried
6. concentrationconcentrated
7. customPurification by flash column chromatography (silica gel, methylene chloride)