2-Phenylbutyric Acid → 1-(4-(4-Chlorobutoxy)phenyl)-2-phenyl-1-butanone

Participants

Reaction Steps

To a stirred solution of 2-phenylbutyric acid (5.6 g, 34 mmol) in trifluoroacetic anhydrlde (20 ml) was added 4-chlorobutoxybenzene (7.5 g, 41 mmol). After 16 h, the mixture was poured into saturated sodium bicarbonate solution (250 ml), and extracted with ether (2×100 ml). The combined organic layers were dried (MgSO4), and concentrated in vacuo. The residues were purified by flash chromatography (silica; eluant:10-30% ethyl acetate in petrol) to give the title compound as an orange oil (10.6 g, 94% ).

Provenance & Evidence