反应详情

66.5 g (0.35 mol) of 5,8-dimethyl-4-thiochromanone, together with 118 g (0.87 mol) of aluminum chloride, were dissolved or suspended in 600 ml of methylene chloride. After 15 min of stirring, 62.2 g (0.39 mol) of bromine were slowly added dropwise, and the reaction mixture was subsequently boiled under reflux for 10 min. The reaction mixture, which was still warm, was poured into 220 ml of conc. hydrochloric acid in crushed ice. The mixture was stirred for 10 min, the methylene chloride phase was separated off and the aqueous phase was extracted with diethyl ether (3×400 ml). The combined organic phases were washed with water, dried over MgSO4 and concentrated using a rotary evaporator.

1. temperatureunder reflux for 10 min
2. temperatureThe reaction mixture, which was still warm
3. stirringThe mixture was stirred for 10 min
4. customthe methylene chloride phase was separated off
5. extractionthe aqueous phase was extracted with diethyl ether (3×400 ml)
6. washThe combined organic phases were washed with water
7. dry with materialdried over MgSO4
8. concentrationconcentrated
9. customa rotary evaporator