Journal of the Serbian Chemical Society (Sep 2006)

Catalysis in the alkylation reaction of 1-naphthol with epichlorohydrin

  • SLOBODANKA JOVANOVIC,
  • MILANKA VICO-STEVANOVIC,
  • DRAGANA UGLJESIC-KILIBARDA,
  • DRAGICA POPADIC,
  • SLOBODANKA SIMIC,
  • DIJAMANDA DZELETOVIC

Journal volume & issue
Vol. 71, no. 8-9
pp. 867 – 877

Abstract

Read online

Two new and improved procedures were developed for the synthesis of 1-(1-naphthyloxy)-2,3-epoxypropane as an important intermediate in the production of the beta-blocker and antioxidant, 1-[(1-methylethyl)amino]-3-(1-naphthyloxy)-2-propanol (propranolol). Both base homogeneous and heterogeneous PTC catalysis were employed. High yields and remarkable selectivity were achieved. The improved purity is particularly important, in view of the quality requirements for propranolol hydrochloride as an active pharmaceutical ingredient.

Keywords