Water → HCID 19036864, compound

Participants

Reaction Steps

1.10 gm (0.004 mol) of 4-(2'-fluoro-4-biphenylyl)-4-oxo-crotonic acid were refluxed while stirring, in 10 ml of glacial acetic acid and 20 ml hydroiodic acid (d=2.00) for 12 hours. Subsequently, the solution was poured into 200 ml of water, the aqueous mixture was decolorized with sodium bisulfite, and extracted twice with 100 ml of ether each. The ether solution was washed with water and evaporated; the solid residue was refluxed with 150 ml of cyclohexane, the undissolved starting material was vacuum-filtered off, and the cyclohexane solution was evaporated to dryness. The residue was dissolved in 20 ml of ethyl acetate, and by addition of cyclohexylamine the cyclohexylamine salt of 4-(2'-fluoro-4-biphenylyl)-butyric acid was precipitated; m.p. 132°-134° C., after recrystallization from ethyl acetate/ethanol. Yield: 0.60 gm.

Provenance & Evidence