Potassium Carbonate → 2,2-diphenyl-5-[N-(4-fluorophenethyl)-N-methylamino]-5-methylhexanamide

Participants

Reaction Steps

A mixture containing 2,2-diphenyl-5-methyl-5-methylaminohexanamide (0.31 g--see Preparation 13), 4-fluorophenethyl bromide (0.2 g), anhydrous potassium carbonate (0.5 g) and acetonitrile (15 ml) was heated under reflux for 5 hours. The mixture was partitioned between dichloromethane (30 ml) and 10% aqueous potassium carbonate (20 ml), the layers separated and the aqueous layer extracted with dichloromethane (3×20 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give an oil which was purified by column chromatography on silica eluting with dichloromethane containing methanol (0% up to 6%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a foam, yield 0.1 g.

Provenance & Evidence