2-Aminophenol → p-Toluenesulfonic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of o-aminophenol (15 g.) and 4-benzyl-2-(toluene-p-sulphonyloxymethyl)morpholine (30 g.) was heated at 200° C. for 1 hour in an atmosphere of nitrogen. The reaction product was crystallised from ethanol to give 4-benzyl-2-(2-hydroxyanilinomethyl)morpholine as the toluene-p-sulphonic acid salt, m.p. 188°-190° C., which was hydrogenated in ethanol at atmospheric pressure using a 10% palladium-on-carbon catalyst. There was thus obtained 2-(2-hydroxyanilinomethyl)morpholine as the toluene-p-sulphonic acid salt, m.p. 176°-178° C. on recrystallisation from ethanol.

Provenance & Evidence