反应详情

A mixture containing 3-(R)-(+)-(1-cyano-1,1-diphenylmethyl)piperidine (0.28 g), 5-(2-bromoethyl)indane (0.23 g--see Preparation 4), anhydrous potassium carbonate (0.3 g) and acetonitrile (10 ml) was heated under reflux for 5 hours. The mixture was partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (20 ml), the layers 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 hexane containing dichloromethane (30% up to 70%) then dichloromethane containing methanol (0% up to 5%). The product-containing fractions were combined and concentrated in vacuo to give an oil which was crystallised from acetonitrile to give the title compound as colourless rhombs, yield 0.13 g, m.p. 88°-91° C.

1. temperaturewas heated
2. temperatureunder reflux for 5 hours
3. customThe mixture was partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (20 ml)
4. customthe layers separated
5. extractionthe aqueous layer extracted with dichloromethane (3×20 ml)
6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customto give a gum which
9. customwas purified by column chromatography on silica eluting with hexane
10. additioncontaining dichloromethane (30% up to 70%)
11. additiondichloromethane containing methanol (0% up to 5%)
12. concentrationconcentrated in vacuo
13. customto give an oil which
14. customwas crystallised from acetonitrile