sodium azide; triethyl amine hydrochloride in toluene T=95°C; 24 h;

1: 98 percent / sodium hydroxide / tetrahydrofuran; H2O / 3 h / 20 °C / pH 9.0 2: 56 percent / triethylamine hydrochloride; sodium azide / toluene / 24 h / 95 °C View Scheme

cyclohexene; palladium on activated charcoal in methanol Heating;