反应详情

A mixture containing 3-(R,S)-(1-cyano-1,1-diphenylmethyl)piperidine (0.303 g), 4-carbamoylphenethyl bromide (0.275 g--see Preparation 5), anhydrous potassium carbonate (0.4 g) and acetonitrile (10 ml) was heated under reflux for 5 hours. The mixture was concentrated in vacuo and the residue partitioned between dichloromethane (50 ml) and 10% aqueous potassium carbonate (50 ml). The layers were separated and the aqueous layer extracted with dichloromethane (3×20 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a gum which was purified by column chromatography on silica eluting with dichloromethane containing methanol (5%). The product-containing fractions were combined and concentrated inn vacuo to give the title compound as a gum, yield 0.065 g.

1. temperaturewas heated
2. temperatureunder reflux for 5 hours
3. concentrationThe mixture was concentrated in vacuo
4. customthe residue partitioned between dichloromethane (50 ml) and 10% aqueous potassium carbonate (50 ml)
5. customThe layers were separated
6. extractionthe aqueous layer extracted with dichloromethane (3×20 ml)
7. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
8. concentrationconcentrated in vacuo
9. customto give a gum which
10. customwas purified by column chromatography on silica eluting with dichloromethane
11. additioncontaining methanol (5%)
12. concentrationconcentrated inn vacuo