Diphenylacetonitrile → HCID 12356700, compound

Participants

Reaction Steps

To a stirred suspension of sodium hydride (27 g of a 60% oil suspension) in 600 mL of dry dimethylformamide at room temperature was added over 1 hour a solution of diphenyl acetonitrile (130 g, o.67 mol) in 400 mL of DMF. the mixture was stirred until the evolution of hydrogen ceased, about 1 hour. Ethyl 3-chloropropionate (90 mL, 1 mol) was added dropwise over 1 hour and the resulting mixture was stirred for a further 1 hour, then it was partitioned between water and ether. The organic layer was washed with brine and dried. Concentration of the solvents afforded a residue which was vacuum distilled to give 4-carbethoxy-2,2-diphenylbutanenitrile (110 g).

Provenance & Evidence