反应详情

A mixture of 3-quinuclidinone (24.4 g, 0.195 mole) and nitromethane (15.9 g, 0.260 mole) in absolute ethanol (100 ml) was added to a cooled (0° C.) mechanically stirred solution of 21% sodium ethoxide/ethanol (64.8 g, 200 mole) in absolute ethanol (300 ml) under nitrogen. The mixture was stirred at room temperature for one hour, then at 55°(±5°) C. for 18 hours. The cooled suspension was treated dropwise with acetic acid (13.2 g, 0.220 mole), filtered through Celite®, washed with methanol, and concentrated in vacuo. The residue was filtered through alumina (eluted with 1:2 methylene chloride/methanol), concentrated in vacuo, and triturated from acetonitrile to afford 8.44 g (23%) of the title compound as an off-white solid.

1. additionwas added to
2. customat 55°
3. custom(±5°) C
4. waitfor 18 hours
5. filtrationfiltered through Celite®
6. washwashed with methanol
7. concentrationconcentrated in vacuo
8. filtrationThe residue was filtered through alumina (eluted with 1:2 methylene chloride/methanol)
9. concentrationconcentrated in vacuo
10. customtriturated from acetonitrile