1: 92.8 percent / hydrogen / 10 percent palladium/charcoal / ethanol; H2O / 110 h / Ambient temperature 2: 54 percent / hydrogenchloride / ethanol / 2.5 h / Heating 3: 22.4 percent / 10 percent palladium/carbon / decahydronaphthalene / 6 h / 205 °C 4: 71 percent / hydrogen chloride / methanol; pyridine / 0.67 h / 190 °C View Scheme

1: 92.8 percent / hydrogen / 10 percent palladium/charcoal / ethanol; H2O / 110 h / Ambient temperature 2: 54 percent / hydrogenchloride / ethanol / 2.5 h / Heating 3: 22.4 percent / 10 percent palladium/carbon / decahydronaphthalene / 6 h / 205 °C View Scheme