iodine; iodic acid in ethanol; water T=60°C;

1: 94 percent / pyridine / Ambient temperature 2: 77 percent / DCC, 4-(dimethylamino)pyridine / CH2Cl2 / 2 h / Ambient temperature 3: 29 percent / 1.) NH3 vapor, 2.) iodine vapor / 1.) 15 min, 2.) 15 min 4: 2N NaOH / methanol / 2 h / Ambient temperature View Scheme

1: 77 percent / DCC, 4-(dimethylamino)pyridine / CH2Cl2 / 2 h / Ambient temperature 2: 29 percent / 1.) NH3 vapor, 2.) iodine vapor / 1.) 15 min, 2.) 15 min 3: 2N NaOH / methanol / 2 h / Ambient temperature View Scheme

1: 29 percent / 1.) NH3 vapor, 2.) iodine vapor / 1.) 15 min, 2.) 15 min 2: 2N NaOH / methanol / 2 h / Ambient temperature View Scheme

sodium hydroxide in methanol 2 h; Ambient temperature;