Reaktion #49678

Reaktionsgleichung

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

2-phenoxyethyl bromide

potassium carbonate

→

title compound

3-(R)-(1-cyano-1,1-diphenylmethyl)-1-(2-phenoxyethyl)piperidine

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

A mixture containing 3-(R)-(1-cyano-1,1-diphenylmethyl)piperidine (0.3 g), 2-phenoxyethyl bromide (0.24 g--commercially available), anhydrous potassium carbonate (0.5 g) and acetonitrile (15 ml) was heated under reflux for 5 hours. The mixture was then 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 in 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 0.254 g.

Quelle