hydrogenchloride T=65°C; 1 h;

1: 105 g / Pd(OAc)2, tri-o-tolylphosphine / triethylamine / 6 h / Heating 2: 84 percent / 1 N HCl, H2 / 10percent Pd/C / propan-2-ol / 7 h / 2585.7 Torr / Heating 3: 55 percent / 3 h / 130 °C 4: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: 84 percent / 1 N HCl, H2 / 10percent Pd/C / propan-2-ol / 7 h / 2585.7 Torr / Heating 2: 55 percent / 3 h / 130 °C 3: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: 74 percent / aq. KOH, KMnO4 / H2O / 72 h 2: SOCl2 / dimethylformamide / 2 h / 50 °C 3: CH2Cl2 / 1 h / Ambient temperature 4: 55 percent / 3 h / 130 °C 5: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: SOCl2 / dimethylformamide / 2 h / 50 °C 2: CH2Cl2 / 1 h / Ambient temperature 3: 55 percent / 3 h / 130 °C 4: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: 58 percent / camphorsulfonic acid / acetone / 16 h / Ambient temperature 2: 74 percent / aq. KOH, KMnO4 / H2O / 72 h 3: SOCl2 / dimethylformamide / 2 h / 50 °C 4: CH2Cl2 / 1 h / Ambient temperature 5: 55 percent / 3 h / 130 °C 6: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: 55 percent / 3 h / 130 °C 2: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme

1: 55 percent / 3 h / 130 °C 2: 96 percent / 1 N HCl / 1 h / 65 °C View Scheme