反应详情

Sodium hydroxide (0.12 g, 3 mmol) is dissolved in a 1:2 water/methylene chloride solution (30 mL) with rapid stirring followed by the addition of 4-methylene-pyrazolidine-1-carboxylic acid 1-benzyl ester, 9, (0.62 g, 2.8 mmol) at room temperature. (4-Fluorophenyl)acetyl chloride (0.39 mL, 4.2 mmol) is added and the reaction is allowed to stir for 18 hours after which time the reaction mixture is diluted with water (10 mL) and the layers allowed to separate. The aqueous layer is extracted with methylene chloride, the organic layers combined, dried, and filtered. Concentration in vacuo affords the crude product which is purified over silica (1:3 ethyl acetate/hexane) to provide 0.54 g (62% yield) of the desired product.

1. stirringto stir for 18 hours after which time the reaction mixture
2. customto separate
3. extractionThe aqueous layer is extracted with methylene chloride
4. customdried
5. filtrationfiltered
6. concentrationConcentration in vacuo
7. customaffords the crude product which
8. customis purified over silica (1:3 ethyl acetate/hexane)