Reaktion #49674

Reaktionsgleichung

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

4-methylphenethyl bromide

potassium carbonate

→

title compound

3-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)-1-(4-methylphenethyl)piperidine

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 4.5 hours
3. 3
   SonstigeThe mixture was partitioned between dichloromethane (30 ml) and 10% aqueous sodium carbonate (30 ml)
4. 4
   Sonstigethe layers separated
5. 5
   Extraktionthe aqueous layer extracted with dichloromethane (2×30 ml)
6. 6
   TrocknenThe combined dichloromethane extracts were dried (MgSO4)
7. 7
   Einengenconcentrated in vacuo
8. 8
   Sonstigeto give a colourless solid which
9. 9
   Sonstigewas recrystallised from methanol

Vorschrift

A mixture containing 3-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)piperidine (0.26 g), 4-methylphenethyl bromide (0.2 g), anhydrous potassium carbonate (0.3 g) and acetonitrile (10 ml) was heated under reflux for 4.5 hours. The mixture was partitioned between dichloromethane (30 ml) and 10% aqueous sodium 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 colourless solid which was recrystallised from methanol to give the title compound, yield 0.13 g, m.p. 167°-169° C.

Quelle