反应详情

N,N-Diisopropylethylamine (14.5 ml) was added dropwise to a stirred suspension of O-methylhydroxylamine hydrochloride (2.32 g) in isopropyl alcohol (25 ml). After 30 minutes cyclohepta-2,6-dienone (3.0 g) in isopropyl alcohol (5 ml) was added dropwise. After 24 hours N,N-diisopropylethylamine (4.9 ml) was added. After 6 hours the mixture was allowed to stand at room temperature overnight. The mixture was evaporated under reduced pressure, diethyl ether added and the resulting mixture extracted with 2M hydrochloric acid (×3). The combined aqueous fractions were washed with diethyl ether (×3), neutralised with sodium hydroxide and extracted with diethyl ether (×3). The combined extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure. Kugelrohr distillation gave 8-methoxy-8-azabicyclo[3.2.1]octan-3-one (0.86 g).

1. waitto stand at room temperature overnight
2. customThe mixture was evaporated under reduced pressure, diethyl ether
3. additionadded
4. extractionthe resulting mixture extracted with 2M hydrochloric acid (×3)
5. washThe combined aqueous fractions were washed with diethyl ether (×3)
6. extractionextracted with diethyl ether (×3)
7. washThe combined extracts were washed with brine
8. dry with materialdried (MgSO4)
9. customevaporated under reduced pressure
10. distillationKugelrohr distillation