Ethanol → HCID 70373410, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[3-[4-[bis(4-fluorophenyl)methyl]-1-piperidinyl]-propoxy-3-methoxybenzoic acid methyl ester (18.58 g, 0.0365 mole) in 400 ml of ethanol was heated for 6 hr at reflux with potassium hydroxide (16.8 g) in 50 ml of water. The ethanol was removed by rotary evaporation. Next, 1N sulfuric acid (~200 ml) was added. The aqueous phase was made neutral to litmus paper by the addition of 5% sodium hydroxide. The neutral aqueous layer was extracted several times with chloroform. The chloroform layer was dried over sodium sulfate, filtered, and solvent removed to give a white solid. The white solid was triturated with ethyl ether and cooled to about 0° C. The white solid was then collected by filtration and dried in vacuo overnight at 80° C. to give 11.38 g (61.8% yield) of white, crystalline product, the title compound, mp 123°-126° C.

Provenance & Evidence