Ethanol → Ethyl 3-(4-fluorophenyl)butyrate

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A mixture of ethyl 4-fluorocinnamate (47.5 g, 0.228 mol) and 10% palladium on carbon (0.85 g, Aldrich) in 95% ethanol was shaken in a Parr hydrogenator under 2-3 atm of H2 pressure for 1 h. The mixture was filtered and concentrated by spin evaporation in vacuo. Fractional distillation gave 46.5 g (97%) of ethyl 3-(4-fluorophenyl)butyrate as a clear oil, b.p., 122°-128° C.: c) Preparation of 3-(4-Fluorophenyl)butanoic Acid.

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