反应详情

温度

100 °C

A mixture of (3R*,4R*)-N,N-diethyl-6-diphenylmethyl-5-oxo-1-azabicyclo[2.2.2]octane-3-carboxamide (10 g, 26 mmol), 1,2-bis(trimethylsiloxy)ethane (6 g, 29 mmol), trimethylsilyl chloride (20 ml) and ethylene glycol (50 ml) was heated at 100° C. for 3 hours. After by-products were removed by distillation (93° C./atmosphere pressure), the mixture was poured into cold aqueous sodium bicarbonate (NaHCO3) (250 ml) and extracted with methylene chloride (CH2Cl2) (100 ml) three times. The combined extracts were dried over sodium sulfate (Na2SO4) and concentrated. The clude was purified by recrystallization from ethyl acetate (EtOAc)/hexane to give 21 (1:2 mixture at 6-position; 23 mmol, 88%).

1. customAfter by-products were removed by distillation (93° C./atmosphere pressure)
2. additionthe mixture was poured into cold aqueous sodium bicarbonate (NaHCO3) (250 ml)
3. extractionextracted with methylene chloride (CH2Cl2) (100 ml) three times
4. dry with materialThe combined extracts were dried over sodium sulfate (Na2SO4)
5. concentrationconcentrated
6. customThe clude was purified by recrystallization from ethyl acetate (EtOAc)/hexane