Acetaminophen → N-(4-Methoxyphenyl)Acetamide

Participants

Reaction Conditions

Reaction Steps

To a three-necked 100 ml flask equipped for reflux and fitted with a mechanical stirrer was added 10 ml (0.12 mol) of dimethyl sulfite, 2.0 g (0.014 mol) of potassium carbonate, and 5.0 g (0.033 mol) of p-acetamidophenol. The mixture was heated to 70° C. for six hours then quenched while hot with 50 ml of water. The solution was made basic with dilute caustic and the organic materials were extracted into methylene chloride. The extracts were concentrated in vacuo to give 2.0 g (73%) of p-acetamidoanisole (based on recovered starting material).

Provenance & Evidence