in toluene T=130 - 135°C; 3.5 h;

1: 89 percent / H2 / platinum oxide / ethanol / 4 h 2: 74 percent / toluene / 3.5 h / 130 - 135 °C View Scheme

1: 63 percent / ammonium hydroxide / methanol / 2 h / Heating 2: 91 percent / 4 N nitric acid / 1 h / 70 °C 3: 88 percent / 35percent aq. sodium hydroxide / methanol / 5 h / Heating 4: 42 percent / various solvent(s) / 0.83 h / Heating 5: 1.) conc. sulfuric acid, potassium nitrate / 1.) 0 deg C, 1 h, 2.) from 0 deg C to RT, 5 h 6: 89 percent / H2 / platinum oxide / ethanol / 4 h 7: 74 percent / toluene / 3.5 h / 130 - 135 °C View Scheme