2-Cyano-4'-methylbiphenyl → HCID 6860513, compound

Participants

Reaction Steps

To a solution of hydroxylamine hydrochloride (17.9 g) in dimethyl sulfoxide (120 ml) was added a methanol solution of sodium methoxide prepared from metallic sodium (5.92 g) and anhydrous methanol (50 ml). The mixture was stirred for 10 minutes at room temperature, to which was added 2'-cyano-4-methylbiphenyl (10 g). The reaction mixture was stirred for 5 hours at 100° C. After cooling, the reaction mixture was distributed into ethyl acetate and water, and the aqueous layer was subjected to extraction with ethyl acetate. The organic layers were combined, washed with water and dried, then the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel to afford the title compound as white amorphous product (11.2 g, 96%).

Provenance & Evidence