HCID 21437942, compound → HCID 19036864, compound

Participants

Reaction Steps

13.7 gm (0.05 mol) of 4-(2'-fluoro-4-biphenylyl)-4-oxo-crotonic acid in 100 ml of glacial acetic acid and 2 ml of perchloric acid were hydrogenated in the presence of 4 gm of 5% palladium/barium sulfate at room temperature and at atmospheric pressure; the reaction was finished after absorption of 3 mols of hydrogen. After filtering, the mixture was evaporated in vacuo, the residue distributed between water and ethyl acetate and the ethyl acetate phase was evaporated. The residue was crystallized from cyclohexane. Yield: 11.1 gm (61.4% of theory); m.p. 65°-66° C. Melting point of the cyclohexylamine salt: 130°-132° C. Melting point of the sodium salt: 139°-141° C. Melting point of the isobutylamine salt: 92°-93° C. (from ethyl acetate).

Provenance & Evidence