Hexane → HCID 20559487, compound

Participants

Reaction Steps

Potassium hydroxide (5.5 g.) was added to a solution of ethyl 2-{2-[4-(4-chlorophenyl)phenyl]-ethoxy}propionate (7.0 g.) in methanol (50 ml.), and the resultant solution was heated under reflux for 2 hours. The mixture was cooled and solvent removed by evaporation, the residue was mixed with water (50 ml.) and the solution obtained was extracted with ether (2×50 ml.) to remove non-acidic material. The aqueous phase was acidified with 4 N-hydrochloric acid to pH 2-3 and extracted with ethyl acetate (3×50 ml.). The extracts were washed with water, dried (MgSO4) and evaporated. The oil obtained, solidified on trituration with hexane to give 2-{2-[4-(4-chlorophenyl)phenyl]-ethoxy}propionic acid (3.9 g., 57%), m.p. 90°-92° C. (after recrystallisation from a mixture of hexane and toluene), molecular ion: M+ 304.

Provenance & Evidence