N,N-dimethyl-2-(4-nitrophenoxy)ethanamine → 4-[2-(Dimethylamino)ethoxy]aniline

Participants

Reaction Steps

A solution of 42.5g (0.2 mole) of N, N-dimethyl-2-(4-nitrophenoxy)ethanamine in 200 ml of ethanol is divided and reduced in a Parr apparatus using 2g of 5% palladium/charcoal in 50 ml of ethanol for each of the two reactions. The combined mixtures are filtered, the solvent is evaporated and the residue is distilled to give 32.4g (90%) of oil, boiling point 145°-148° C/0.7 mm of Hg. This material solidifies into needles, melting point 48°-50° C.

Provenance & Evidence