Sulfuric Acid → HCID 15115297, compound

Participants

Reaction Steps

To a suspension of sodium cyanide (34.3 g, 0.7 mol) in glacial acetic acid (500 ml) and n-butylether (100 ml) at 0° C. was added portionwise concentrated sulphuric acid (200 ml). The ice bath was removed and a solution of 1-(3-nitrophenyl)-2-phenyl-1-propene (prepared from [(3-nitrophenyl)methylene]triphenylphosphorane and acetophenone, 0.5 mol) in n-butylether (100 ml) was added dropwise over a period of 2 hours, then the mixture stirred for 48 hours. The mixture was poured into 1000 ml ice, and extracted with chloroform. The extracts were washed with water, dried and evaporated to a solid residue which was stirred with hexane (500 ml), filtered and dried to give N-formyl-1-(3-nitrophenyl)-2-phenyl-2-propylamine. This was treated with fumaric acid in ethyl acetate/isopropanol to give the title compound in 97% yield. Mp 234°-235° C.

Provenance & Evidence