反应详情

Tert-butyl 4-(3-fluoroanilino)-1-piperidinecarboxylate 1 (20 g) was dissolved in acetonitrile (250 ml). Potassium carbonate (33.2 g) and 1-(bromomethyl)-4-fluorobenzene (11 ml) were added to the solution. The reaction mixture was heated at reflux overnight, then cooled, concentrated and the residue was taken up in dichloromethane and water. The aqueous layer was washed twice with dichloromethane. The combined organic layers were dried over MgSO4 and concentrated. The resulting white solid was triturated in hexane and filtered off to afford tert-butyl 4-[3-fluoro(4-fluorobenzyl)anilino]-1-piperidinecarboxylate 8 (25.5 g).

1. temperatureThe reaction mixture was heated
2. temperatureat reflux overnight
3. temperaturecooled
4. concentrationconcentrated
5. washThe aqueous layer was washed twice with dichloromethane
6. dry with materialThe combined organic layers were dried over MgSO4
7. concentrationconcentrated
8. customThe resulting white solid was triturated in hexane
9. filtrationfiltered off