Phenol → (R)-3-(1-Aminoethyl)phenol

Participants

Reaction Conditions

Reaction Steps

(R)-1-(3-tert-Butoxyphenyl)ethylamine (5 g, 25.9 mmol) was suspended in water (10 ml) and admixed with 38% sulfuric acid up to a pH of 1. The mixture was heated to 85° C. and stirred at this temperature for another three hours, after which the gas evolution had stopped. The colorless mixture was allowed to cool to room temperature and then 20% NaOH was added dropwise up to a pH of 9.1, whereupon the protected phenol precipitated out in the form of a white powder. This was filtered off with suction and dried overnight in a drying cabinet. 2.6 g (73%) of (R)-3-(1-aminoethyl)phenol were obtained in the form of a pale yellow powder.

Provenance & Evidence