反应详情

A mixture of triethyl (5-benzoylpyrrol-2-yl)-methanetricarboxylate (2.00 g, 5 mmol), tetra-butylammonium bromide (1.61 g, 5 mmol) and potassium carbonate (19.0 g, 250 mmol) in 1,2-dichloroethane (100 mL) was refluxed for 2 days. The mixture was cooled to room temperature and filtered. The filter cake was washed with methylene chloride. The filtrate and methylene chloride wash solution were combined and concentrated under reduced pressure. The residue was dissolved in diethyl ether, washed with water, dried, and concentrated. The crude product was purified by flash chromatography on flash silica eluting with hexane/ethyl acetate (90:10) to provide 1.42 g (80%) of diethyl 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylate. The IR and NMR spectral properties were identical to those of the authentic sample.

1. temperaturewas refluxed for 2 days
2. filtrationfiltered
3. washThe filter cake was washed with methylene chloride
4. washThe filtrate and methylene chloride wash solution
5. concentrationconcentrated under reduced pressure
6. dissolutionThe residue was dissolved in diethyl ether
7. washwashed with water
8. customdried
9. concentrationconcentrated
10. customThe crude product was purified by flash chromatography on flash silica eluting with hexane/ethyl acetate (90:10)