sodium hydroxide in tetrahydrofuran 1.) 60 deg C, 15 min, 2.) room temperature, 15 min;

1: hydrazine hydrate / dioxane / 0.5 h / Ambient temperature 2: 65 percent / 2 N sodium hydroxide / tetrahydrofuran / 1.) 60 deg C, 15 min, 2.) room temperature, 15 min View Scheme

1: ethanol / Heating 2: phosphorus pentachloride / benzene / 2 h / Heating 3: hydrazine hydrate / dioxane / 0.5 h / Ambient temperature 4: 65 percent / 2 N sodium hydroxide / tetrahydrofuran / 1.) 60 deg C, 15 min, 2.) room temperature, 15 min View Scheme

1: phosphorus pentachloride / benzene / 2 h / Heating 2: hydrazine hydrate / dioxane / 0.5 h / Ambient temperature 3: 65 percent / 2 N sodium hydroxide / tetrahydrofuran / 1.) 60 deg C, 15 min, 2.) room temperature, 15 min View Scheme