Potassium Carbonate → 2,2-diphenyl-5-[N-(4-chlorophenethyl)-N-methylamino]pentanamide

Participants

Reaction Steps

A mixture containing 2,2-diphenyl-5-methylaminopentanamide (0.3 g-see Preparation 3), 4-chlorophenethyl bromide (0.234 g-see Preparation 7), anhydrous potassium carbonate (0.4 g) and acetonitrile (10 ml) was heated under reflux for 5 hours. The mixture was concentrated in vacuo and the residue partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (30 ml). The layers were 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 dichloromethane containing methanol (5% up to 10%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a gum, yield 0.306 g.

Provenance & Evidence