ammonia in methanol T=50°C; 16 h;

1: KMnO4 / acetic acid; H2O / 2 h 2: 78.9 percent / 50percent NaH / tetrahydrofuran / 6 h / Heating; investigation of the reaction with carbon nucleophiles 3: 9 percent / 0.05N NaOH / ethanol / 0.5 h / 60 °C View Scheme

1: KMnO4 / acetic acid; H2O / 2 h 2: 78.9 percent / 50percent NaH / tetrahydrofuran / 6 h / Heating; investigation of the reaction with carbon nucleophiles 3: 85 percent / 0.05N NaOH / ethanol / 0.5 h / 60 °C 4: NaOEt / ethanol / Ambient temperature 5: 1.) 0.1N NaOH, 2.) HCl / 1.) r.t., 2 h, 2) r.t., 2 h, pH 3.5-4.0 View Scheme