Potassium Carbonate → 4-[N-(4-chlorophenethyl)-N-methylamino]-2,2-diphenylbutanamide

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Reaction Steps

A solution of 3-[N-(4-chlorphenethyl)-N-methylamino]-1-cyano-1,1-diphenylpropane (0.2 g--Preparation 24) in 90% sulphuric acid (0.5 ml) was heated at 80°-85° c. for 3 hours. On cooling to room temperature, ice (10 g) was added and the mixture was basified (pH 10) by the addition of potassium carbonate. The mixture was extracted with dichloromethane (3×50 ml) and the combined dichloromethane extracts were washed with water (2×20 ml) then dried (Na2SO4) and concentrate in vacuo to give a gum. The gum was purified by column chromatography on silica eluting with hexane containing dichloromethane (25% up to 100%) followed by dichloromethane containing methanol (0% up to 5%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a gum, yield, 0.16 g.

Provenance & Evidence