反应详情

温度

120 °C

A mixture of tert-butyl (3aR*,4S*,9bR*)-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate (20.5 g, 58.6 mmol), manganese dioxide (50.9 g, 586 mmol) and toluene (400 ml) was stirred at 120° C. for 4 hrs. The reaction mixture was cooled to room temperature, insoluble materials were filtered off through celite, and the residue was washed with ethyl acetate. The filtrate and washings were combined and concentrated under reduced pressure. The obtained residue was subjected to column chromatography using basic silica gel, and eluted with hexane-ethyl acetate (10:1-8:1, v/v). The concentrated object fraction was recrystallized from hexane-ethyl acetate to give the title compound (11.7 g, 58%) as colorless needle crystals.

1. temperatureThe reaction mixture was cooled to room temperature
2. filtrationinsoluble materials were filtered off through celite
3. washthe residue was washed with ethyl acetate
4. concentrationconcentrated under reduced pressure
5. washeluted with hexane-ethyl acetate (10:1-8:1
6. customThe concentrated object fraction was recrystallized from hexane-ethyl acetate