Water → 4-[4-[4-(cis-2,6-Dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]benzoic acid ethyl ester

Participants

Reaction Steps

A solution of cis-2,6-dimethyl-4-(4-piperazinylphenyl)morpholine (2.00 g), 4-fluorobenzoic acid ethyl ester (1.43 g) and potassium carbonate (1.01 g) in dimethylsulfoxide (40 ml) was stirred for 8 hours at 150° C., during which period additional 4-fluorobenzoic acid ethyl ester (1.35 g) and potassium carbonate (1.0 g) was added to the mixture. The reaction mixture was added to a mixture of water and dichloromethane. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (25:1 dichloromethane-methanol elution) to give 4-[4-[4-(cis-2,6-dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]benzoic acid ethyl ester (2.5 g).

Provenance & Evidence