Acetonitrile → HCID 28584403, compound

Participants

Reaction Steps

To m-ethylaniline (50 g; 0.413 mol) and sodium bicarbonate (69.33 g; 0.825 mol) was added methyl chloroacetate (39.79 ml; 0.454 mol) and acetonitrile (50 ml). The mixture was allowed to heat to 130° with stirring from 48 hours. The mixture was then taken up in ether. The ether extract was treated with 2N hydrochloric acid, after which the acid layer was extracted with ether. The combined organic extracts were washed with water, brine and then dried (Na2SO4). Filtration and evaporation of the solvent gave the title compound (36.95 g: 46%) as an oil.

Provenance & Evidence