Hydrogen iodide → 4-(4'-Fluoro-4-biphenylyl)-butyric acid

Participants

Reaction Steps

1.50 gm (0.005 mol) of the sodium salt of 4-(4'-fluoro-4-biphenylyl)-4-hydroxy-butyric acid were refluxed in 15 ml of glacial acetic acid and 25 ml of hydroiodic acid (d=2.00) for 10 hours, and then the reaction mixture was poured into a solution of 5 gm of sodium bisulfite in 400 ml of water. The colorless precipitate was collected and recrystallized from cyclohexane, yielding 4-(4'-fluoro-4-biphenylyl)-butyric acid, m.p. 119°-120° C. Melting point of the cyclohexylamine salt: 177° C. (precipitated from ethyl acetate). Yield: 1.3 gm.

Provenance & Evidence