Nitric Acid → 4-(4'-Nitro-4-biphenylyl)-butyric acid

Participants

Reaction Steps

To a suspension of 14.4 gm of 4-(4-biphenylyl)-butyric acid in 72 ml of glacial acetic acid at 24°-27° C. 24 ml of fuming nitric acid (d=1.52) were added dropwise. After stirring for 5 minutes, the mixture was poured into ice water while stirring, and the aqueous mixture was extracted with benzene. The benzene phase was washed with water, dried and evaporated; the residue was dissolved in 100 ml of acetone and admixed with 6.8 ml of cyclohexylamine. The thus obtained cyclohexylamine salt had a melting point of 160°-161° C. (after recrystallization from 200 ml of isopropanol). Melting point of the free acid: 124° C. (from carbon tetrachloride).

Provenance & Evidence