Hydrochloric Acid → 5-{[2-(5-Fluoro-2-{[4'-(trifluoromethyl)biphenyl-4-yl]methoxy}phenyl)ethyl]amino}pentanoic acid

Participants

Reaction Conditions

Reaction Steps

A solution of 4.5 g (6.93 mmol) of ethyl 5-{[2-(5-fluoro-2-{[4′-(trifluoromethyl)biphenyl-4-yl]-methoxy}phenyl)ethyl]amino}pentanoate in 90 ml of THF is mixed with 18 ml of half-concentrated hydrochloric acid and heated at 100° C. for 20 min. After cooling, the mixture is added to water and neutralized with saturated sodium bicarbonate solution. It is extracted with ethyl acetate, the organic phase is dried over sodium sulfate and the solvent is removed in vacuo. The residue is crystallized from ethyl acetate/diethyl ether (1:1). The resulting crystals are filtered off with suction and dried under high vacuum. 2.4 g (4.9 mmol, 71% of theory) of the title compound are obtained.

Provenance & Evidence