Hydrogen Peroxide → HCID 14627784, 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-methoxybenzyl)amino]butyronitrile (3.24 g) in dichloromethane (10 ml), with water cooling. The mixture was stirred vigorously at room temperature for 18 hours and 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 an oil (4.71 g). The product was chromatographed on silica with eluant 20% ethyl acetate/toluene →ethyl acetate, and crystallised from diisopropyl ether at room temperature to give the title compound (2.21 g), m.p. 53°-54° C.

Provenance & Evidence