sodium hydroxide in methanol; water T=0°C; 24 h;

1: 71.2 percent / pyridinium hydrobromide perbromide / acetic acid 2: 71.1 percent / sodium azide / dimethylformamide / 5 h / Ambient temperature 3: 94.3 percent / 1percent NaOH / methanol; H2O / 24 h / 0 °C View Scheme

1: 71.1 percent / sodium azide / dimethylformamide / 5 h / Ambient temperature 2: 94.3 percent / 1percent NaOH / methanol; H2O / 24 h / 0 °C View Scheme