Acetic Acid → Acetaminophen

Participants

Reaction Steps

A mixture of 3.0 g of Amberlyst 15, (a sulfonic acid ion-exchange resin made by Rohm & Haas), 3.0 g (22.0 mmol) of 4-hydroxyacetophenone oxime, and 50 mL of acetic acid was heated at reflux under nitrogen for 2 h. The ion exchange resin was then removed and the acetic acid was distilled in vacuo to afford an orange residue. The residue was dissolved in ethanol and treated with activated carbon and anhydrous magnesium sulfate. Removal of the ethanol using a rotary evaporator produced 2.9 of a yellow oil, which upon drying afforded 2.0 g (66.7%) of N-acetyl-para-aminophenol.

Provenance & Evidence