反应详情

Benzaldehyde (2.92 g, 28 mmol), aniline (2.56 g, 28 mmol), tert-butyl 2,3-dihydro-1H-pyrrole-1-carboxylate (3.4 g, 25 mmol) and Dy(OTf)3 (0.61 g, 1.38 mmol) were stirred in acetonitrile (50 ml) at room temperature for 2 hrs. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (anhydrous MgSO4), and the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography using silica gel (150 g), and eluted with hexane-ethyl acetate (4:1, v/v). The title compound (3aR*,4R*,9bR*) (2.7 g, 31%) was obtained as an amorphous form from the first eluted fraction.

1. concentrationThe reaction mixture was concentrated under reduced pressure, water
2. additionwas added
3. extractionthe mixture was extracted with ethyl acetate
4. washThe extract was washed with saturated brine
5. dry with materialdried (anhydrous MgSO4)
6. customthe solvent was evaporated under reduced pressure
7. washeluted with hexane-ethyl acetate (4:1