hydrogenchloride; potassium permanganate; sulfuric acid; sodium carbonate 1.) (pH=7), 30 deg C, water, 2 h; 2.) (pH=5-6), T < 20 deg C, CH2Cl2;

1: 77.3 percent / 1.) Na2CO3, 1N H2SO4, KMnO4, 2.) HCl / 1.) (pH=7), 30 deg C, water, 2 h; 2.) (pH=5-6), T < 20 deg C, CH2Cl2 2: Na2CO3 / acetonitrile / 8 h / Heating 3: 84.6 percent / acetonitrile / 68 h / Ambient temperature View Scheme

hydrogen; Nickel Raney W1

potassium permanganate; potassium carbonate