反应详情

To a solution of 1-benzoyl-2-(3-methoxyphenyl)pyrrolidine (1.0 g) in chloroform (40 ml) was added boron tribromide (99%, 1.0 ml) at -10° C., under nitrogen. The cooling bath was removed after 15 rains, and the reaction mixture was allowed to warm to ambient temperature. Crushed ice was added to the reaction mixture followed by 5:1-chloroform/2-propanol. The layers were separated, and the aqueous phase was extracted with 5:1-chloroform/2-propanol (2 times). The combined organic extracts were washed with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was crystallized from dichloromethane/petroleum ether to give 0.89 g (94%) of product. Recrystallization from 2-propanol/methanol gave the analytical sample, mp 167°-169° C.

1. customThe cooling bath was removed after 15 rains
2. additionCrushed ice was added to the reaction mixture
3. customThe layers were separated
4. extractionthe aqueous phase was extracted with 5
5. washThe combined organic extracts were washed with saturated sodium bicarbonate solution
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationthe filtrate was concentrated
9. customThe residue was crystallized from dichloromethane/petroleum ether