How about this?
- Nitration of phenol
- Reduction of the nitro group
- Acetylation of the amine
(a) Nitration of phenol
The 2-nitrophenol is removed by steam distillation.
The 4-nitrophenol is filtered off and purified by recrystallization.
The 4-nitrophenol is reduced to 4-aminophenol at 15 °C by
(c) Acetylation of 4-aminophenol to paracetamol
The 4-aminophenol is acetylated with acetic anhydride and water at room temperature.
The crude paracetamol is recrystallized from water.