Reaktion #49669

Reaktionsgleichung

3-(R,S)-(1-cyano-1,1-diphenylmethyl)piperidine

1-bromo-3-phenylpropane

potassium carbonate

→

title compound

3-(R,S)-(1-cyano-1,1-diphenylmethyl)-1-(3-phenylpropyl)piperidine

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 5 hours
3. 3
   SonstigeThe mixture was partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (30 ml)
4. 4
   Sonstigethe layers separated
5. 5
   Extraktionthe aqueous layer extracted with dichloromethane (2×20 ml)
6. 6
   TrocknenThe combined dichloromethane extracts were dried (MgSO4)
7. 7
   Einengenconcentrated vacuo
8. 8
   Sonstigeto give a gum which
9. 9
   Sonstigewas purified by column chromatography on silica eluting with dichloromethane
10. 10
    workup.ADDITIONcontaining methanol (0% up to 2%)
11. 11
    Einengenconcentrated in vacuo

Vorschrift

A mixture containing 3-(R,S)-(1-cyano-1,1-diphenylmethyl)piperidine (0.3 g--see EP-A-0178947), 1-bromo-3-phenylpropane (0.238 g), anhydrous potassium carbonate (0.4 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 (30 ml), the layers separated, and the aqueous layer extracted with dichloromethane (2×20 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated vacuo to give a gum which was purified by column chromatography on silica eluting with dichloromethane containing methanol (0% up to 2%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a gum, yield 0.4g.

Quelle