反应详情

A solution of diethyl 3-chloro-2-oxosuccinate (137.4 g, 0.69 mol), hexen-2-a1 (72.5 g, 0.74 mol) and ammonium sulphamate (190.2 g, 1.66 mol) in ethanol (450 ml) was stirred under reflux for 36 hours and then filtered. The filtrate was evaporated under vacuum, the resulting residue dissolved in water (500 ml) and this solution extracted with ethyl acetate (6×500 ml). The combined organic extracts were dried (MgSO4) and evaporated under vacuum, then the resulting residue was chromatographed on silica gel (50 g), using an ethyl acetate in hexane elution gradient (0-20% ethyl acetate), to give the title compound as an orange oil (34.1 g, 21%). Rf 0.20 (ethyl acetate:hexane, 20:80).

1. temperatureunder reflux for 36 hours
2. filtrationfiltered
3. customThe filtrate was evaporated under vacuum
4. dissolutionthe resulting residue dissolved in water (500 ml)
5. extractionthis solution extracted with ethyl acetate (6×500 ml)
6. dry with materialThe combined organic extracts were dried (MgSO4)
7. customevaporated under vacuum
8. customthe resulting residue was chromatographed on silica gel (50 g)
9. washan ethyl acetate in hexane elution gradient (0-20% ethyl acetate)