反应详情

To a solution of 8-bromo-1-(4-chlorophenyl)octan-1-one (0.95 g) in industrial methylated spirit (10 ml) was added sodium borohydride (0.115 g) at −10° C. After stirring for 1 h, glacial acetic acid (0.2 g) was added and the mixture was poured into water (60 ml) and extracted with diethyl ether. The diethyl ether layer was washed with brine and dried over magnesium sulfate. Removal of the solvent under reduced pressure gave an oil that was chromatographed on silica gel using dichloromethane as eluent. This gave 8-bromo-1-(4-chlorophenyl)-1-hydroxyoctane (0.70 g). 1H-NMR (CDCl3) δ 1.15-1.95 (12H, m), 3.40 (2H, t), 4.65 (1H, t) and 7.2-7.4 (4H, m).

1. extractionextracted with diethyl ether
2. washThe diethyl ether layer was washed with brine
3. dry with materialdried over magnesium sulfate
4. customRemoval of the solvent under reduced pressure
5. customgave an oil that
6. customwas chromatographed on silica gel