1: H2 / 10percent Pd/C / acetic acid / 4560 Torr 2: 72 percent / methanol / Heating View Scheme

1: conc. HCl / Heating 2: H2 / 10percent Pd/C / acetic acid / 4560 Torr 3: 72 percent / methanol / Heating View Scheme

1: 94 percent / H2 / Raney-NiW-2 / methanol / 4 h / 5320 Torr 2: 87 percent / 1.) 100 deg C, 4 h; 2.) 20 deg C, 20 h 3: 89 percent / 12N NaOH / H2O / 2 h / 100 °C 4: 83 percent / 48percent HBr, HBr (gas) / 20 h / Heating 5: 72 percent / methanol / Heating View Scheme

in methanol Heating;

1: 87 percent / 1.) 100 deg C, 4 h; 2.) 20 deg C, 20 h 2: 89 percent / 12N NaOH / H2O / 2 h / 100 °C 3: 83 percent / 48percent HBr, HBr (gas) / 20 h / Heating 4: 72 percent / methanol / Heating View Scheme