反应详情

A mixture of (±)3-aminoquinuclidine dihydrochloride, methanol (250 ml), sodium methoxide (5.1 g, 95 mmol) was stirred at reflux for 1 hour. The mixture was evaporated and was mixed with methanol (150 ml) and dichloromethane (100 ml) was added and cooled on ice, and 5-(4-nitrophenyl)-2-furoyl chloride (11.2 g, 44.5 mmol), solved in dichloromethane (200 ml) was added drop-wise at 0° C. The mixture was stirred at room temperature for 21 hours. The mixture was evaporated, water (200 ml) was added and the pH was adjusted to 8.5 with triethylamine. The mixture was extracted with ethyl acetate (3×200 ml) and the pure product was isolated as free base. Yield 5.0 g (33%).

1. temperatureat reflux for 1 hour
2. customThe mixture was evaporated
3. additionwas mixed with methanol (150 ml) and dichloromethane (100 ml)
4. additionwas added
5. additionwas added drop-wise at 0° C
6. stirringThe mixture was stirred at room temperature for 21 hours
7. customThe mixture was evaporated
8. additionwater (200 ml) was added
9. extractionThe mixture was extracted with ethyl acetate (3×200 ml)
10. customthe pure product was isolated as free base