3-(4-Fluorobenzoyl)propionic acid → 4-(p-Fluorophenyl)butyric acid

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Reaction Steps

A mixture of 3-(4-fluorobenzoyl)propanoic acid (42.3 g, 0.22 mol) and 10% Palladium on carbon (3 g) in acetic acid (250 mL) was hydrogenated at 50 psi and 25° C. for 6 h. The mixture was filtered and concentrated in vacuo. The residue was distilled at 0.02 mm Hg and the product crystallized to give 4-(4-fluorophenyl)butyric acid as a white solid (97%). m.p., 44-46.2° C. (lit. J. Am. Chem. Soc. 89, 386, 1967; m.p., 45.5-46.5° C.).

Provenance & Evidence