反应详情

A mixture containing 3-(R)-(+)-(1-cyano-1,1-diphenylmethyl)piperidine (0.28 g), 3,4-dichlorophenethyl bromide (0.255 g), anhydrous potassium carbonate (0.3 g) and acetonitrile (10 ml) was heated under reflux for 8 hours. The mixture was partitioned between dichlorometbane (30 ml) and 10% aqueous potassium carbonate (20 ml), the layers separated and the aqueous layer extracted with dichloromethane (3×70 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated inn vacuo to give an oil which was purified by column chromatograpby on silica eluting with dichloromethane containing hexane (30%). The product-containing fractions were combined and concentrated in vacuo to give an oil which was crystallised from acetonitrile to give the title compound, yield 0.233 g, m.p. 139°-142° C.

1. temperaturewas heated
2. temperatureunder reflux for 8 hours
3. customThe mixture was partitioned between dichlorometbane (30 ml) and 10% aqueous potassium carbonate (20 ml)
4. customthe layers separated
5. extractionthe aqueous layer extracted with dichloromethane (3×70 ml)
6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
7. concentrationconcentrated inn vacuo
8. customto give an oil which
9. customwas purified by column chromatograpby on silica eluting with dichloromethane
10. additioncontaining hexane (30%)
11. concentrationconcentrated in vacuo
12. customto give an oil which
13. customwas crystallised from acetonitrile