反应详情

温度

-78 °C

To a solution of 3-ethoxycyclopent-2-enone (2.37 g) in tetrahydrofuran (30 mL) was added dropwise a 0.5M tetrahydrofuran solution of 3-butenylmagnesium bromide (38.4 mL) under nitrogen atmosphere at −78° C. over 10 minutes, followed by stirring at −78° C. for 3 hours and then at room temperature overnight. Then, after addition of 2N aqueous hydrochloric acid solution, the reaction mixture was stirred for 30 minutes and then extracted with ethyl acetate twice. The organic layer was washed with saturated brine, dried and concentrated. The residue was purified by column chromatography on silica gel to give 3-(3-butenyl)cyclopent-2-enone (1.1 g).

1. customat room temperature
2. customovernight
3. stirringthe reaction mixture was stirred for 30 minutes
4. extractionextracted with ethyl acetate twice
5. washThe organic layer was washed with saturated brine
6. customdried
7. concentrationconcentrated
8. customThe residue was purified by column chromatography on silica gel