反应详情

A mixture containing 3-(R)-(1-cyano-1,1-diphenylmethyl)-piperidine (0.3 g), 4-hydroxy-3-methoxyphenethyl chloride (0.233 g--see Preparation 6), anhydrous potassium carbonate (0.5 g), potassium iodide (0.2 g) and acetonitrile (15 ml) was heated under reflux for 5 hours. The mixture was partitioned between dichloromethane (40 ml) and 10% aqueous potassium carbonate (30 ml), the layers separated, and the aqueous layer extracted with dichloromethane (2×30 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a foam which was purified by column chromatography on silica eluting with dichloromethane containing methanol (5%). The product-containing fractions were combined and concentrated in vacuo to give a gum which was crystallised from acetonitrile to give the title compound as colourless rhombs, yield 0.132 g, m.p. 159-160°.

1. temperaturewas heated
2. temperatureunder reflux for 5 hours
3. customThe mixture was partitioned between dichloromethane (40 ml) and 10% aqueous potassium carbonate (30 ml)
4. customthe layers separated
5. extractionthe aqueous layer extracted with dichloromethane (2×30 ml)
6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customto give a foam which
9. customwas purified by column chromatography on silica eluting with dichloromethane
10. additioncontaining methanol (5%)
11. concentrationconcentrated in vacuo
12. customto give a gum which
13. customwas crystallised from acetonitrile