hydrogen; palladium on activated charcoal in methanol T=20°C; P=1034.3 - 2585.74 Torr;

1: 97 percent / H2 / Pd/C / ethanol / Ambient temperature 2: 84 percent / pyridine / 1 h / Ambient temperature 3: 82 percent / PPTS / benzene / 2 h / Heating View Scheme

1: 97 percent / hydrogen / 10 percent Pd on carbon / 760 Torr 2: 94 percent / Heating 3: 97 percent / POCl3; Et3N 4: 79 percent / diisopropylamine; butyllithium / bis-(2-methoxy-ethyl) ether / 1 h / -78 °C View Scheme

1: 100 percent / H2 / Pd/C / methanol / 20 °C / 1034.3 - 2585.74 Torr 2: 92 percent / NaBH(OAc)3 / acetic acid / 18 h / 50 °C View Scheme

1.1: 100 percent / H2 / Pd/C / methanol / 20 °C / 1034.3 - 2585.74 Torr 2.1: 83 percent / NaBH(OAc)3 / acetic acid / 19 h / 20 - 50 °C 3.1: 98 percent / H2 / Pd/C / methanol / 20 h / 2585.74 Torr 4.1: 97 percent / K2CO3 / dimethylformamide / 5 h / 20 - 50 °C 5.1: HCl gas / acetonitrile / 0.5 h / 0 - 20 °C 5.2: acetonitrile / 2 h / -10 - 0 °C 5.3: 86.5 percent / acetonitrile / 1 h / -10 - 0 °C 6.1: 75 percent / t-BuOK / tetrahydrofuran / -5 - 45 °C View Scheme

p-toluenesulfonic acid monohydrate T=23 - 68°C; 3 h; Inert atmosphere; Reagent/catalystTimeTemperature;

oxygen; Na2[PdCl4] in methanol 24 h; Ambient temperature;

camphor-10-sulfonic acid in methanol

hydrogenchloride in methanol

chloro-trimethyl-silane 22 h; Heating;