反应详情

To 8-bromo-1-(4-chlorophenyl)octan-1-one (4.0 g) in ethanol (170 ml) was added 3% aqueous sodium hydroxide (70 ml). The mixture was heated at reflux for 3 h, cooled and evaporated to one third volume. Water (50 ml) and dichloromethane (100 ml) were added. The organic layer was separated and the aqueous layer was re-extracted with dichloromethane (2×50 ml). The combined extracts were washed with water (30 ml) and dried over magnesium sulphate. The solvent was removed under reduced pressure and the residue was crystallised from 40-60° C. petroleum ether to give 8-hydroxy-1-(4-chlorophenyl)octan-1-one (1.0 g). 1H-NMR (CDCl3) δ 1.25-1.9 (10H, m), 2.94 (2H, t), 3.64 (2H, t), 7.43 (2H, m) and 7.89 (2H, m). (EI) Found M+=254. C14H19ClO2 requires 254.

1. temperatureThe mixture was heated
2. temperatureat reflux for 3 h
3. temperaturecooled
4. customevaporated to one third volume
5. additionWater (50 ml) and dichloromethane (100 ml) were added
6. customThe organic layer was separated
7. extractionthe aqueous layer was re-extracted with dichloromethane (2×50 ml)
8. washThe combined extracts were washed with water (30 ml)
9. dry with materialdried over magnesium sulphate
10. customThe solvent was removed under reduced pressure
11. customthe residue was crystallised from 40-60° C. petroleum ether