Hydrogen Peroxide → HCID 14627778, compound

Participants

Reaction Steps

Hydrogen peroxide (30% w/v; 5.67 ml), tetra-n-butylammonium hydrogensulphate (1.70 g) and 5N aqueous sodium hydroxide (4 ml) were added successively to a stirred solution of 4-(N,N-bis-(4-methylbenzyl)amino]butyronitrile (2.93 g) in dichloromethane (10 ml), with water cooling. The mixture was stirred vigorously at room temperature for 16 hours then dichloromethane (100 ml) was added. The layers were separated and the organic phase was washed with saturated aqueous sodium chloride (1×10 ml), dried (Na2SO4) and concentrated in vacuo to give a viscous oil (4.61 g). The product was chromatographed on silica with eluant 20% ethyl acetate/toluene→ethyl acetate and triturated with cyclohexane to give the title compound (1.77 g), m.p. 85°-86° C.

Provenance & Evidence