Acetaminophen → Acetamide, N-[4-(2-quinolinylmethoxy)phenyl]-

Participants

Reaction Steps

A mixture containing 2-(chloromethyl)quinoline hydrochloride (100.0 g), 4-acetamidophenol (70.69 g) and milled anhydrous potassium carbonate (194 g) was stirred in DMF (1.2L) using a mechanical stirrer for 48 hours. The mixture was carefully poured onto ice/water (3L) with vigourous stirring. After the ice had melted, the solid was filtered and rinsed thoroughly with water. It was recrystallized from 95% ethanol and filtered to give the title compound in three crops.

Provenance & Evidence