反应详情

Sodium hydride (0.11 g, 60% dispersion in oil) was added to a stirred solution of 3-azabicyclo[3.1.0]hexane-2,4-dione (0.5 g) and 1-chloro-4-iodooctane (0.98 g) in dry dimethylformamide (50 ml) under a nitrogen atmosphere at room temperature. The resulting mixture was stirred for 48 hours and water (50 ml) was then added dropwise. The aqueous mixture was extracted with dichloromethane (2×200 ml) and the combined organic extracts were then washed with water (2×400 ml), dried (MgSO4) and evaporated in vacuo to give an oil. The oil was purified by chromatography on silica (80 g) using 1:1 ethyl acetate/hexane as eluant to give the title compound as a colourless oil.

1. extractionThe aqueous mixture was extracted with dichloromethane (2×200 ml)
2. washthe combined organic extracts were then washed with water (2×400 ml)
3. dry with materialdried (MgSO4)
4. customevaporated in vacuo
5. customto give an oil
6. customThe oil was purified by chromatography on silica (80 g)