palladium monocarbide in methanol

sulfuric acid in butan-1-ol 7.5 h; Heating;

1: SOCl2 / 3 h / Heating 2: 1.) Mg(OEt)2, CCl4 / 1.) EtOH, Et2O, reflux, 3 h, 2.) EtOH, Et2O, toluene, reflux, 3 h 3: 100 percent / 60percent aq. HOAc, H2SO4 / 7 h / Heating 4: 94 percent / H2 / 10percent Pd/C / methanol View Scheme

1: 1.) Mg(OEt)2, CCl4 / 1.) EtOH, Et2O, reflux, 3 h, 2.) EtOH, Et2O, toluene, reflux, 3 h 2: 100 percent / 60percent aq. HOAc, H2SO4 / 7 h / Heating 3: 94 percent / H2 / 10percent Pd/C / methanol View Scheme

1: 100 percent / 60percent aq. HOAc, H2SO4 / 7 h / Heating 2: 94 percent / H2 / 10percent Pd/C / methanol View Scheme

1: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 2: SOCl2 / 3 h / Heating 3: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 4: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 5: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme

1: 60 percent / 90percent HNO3 / 0.5 h / -2 - 2 °C 2: 95 percent / aq. NaOH / methanol / 0.5 h / Heating 3: 83 percent / K2CO3 / acetone / 84 h / Heating 4: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 5: SOCl2 / 3 h / Heating 6: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 7: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 8: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme

1: 95 percent / aq. NaOH / methanol / 0.5 h / Heating 2: 83 percent / K2CO3 / acetone / 84 h / Heating 3: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 4: SOCl2 / 3 h / Heating 5: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 6: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 7: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme

1: 91 percent / aq. KOH / CH2Cl2 / overnight 2: 60 percent / 90percent HNO3 / 0.5 h / -2 - 2 °C 3: 95 percent / aq. NaOH / methanol / 0.5 h / Heating 4: 83 percent / K2CO3 / acetone / 84 h / Heating 5: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 6: SOCl2 / 3 h / Heating 7: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 8: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 9: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme

1: 83 percent / K2CO3 / acetone / 84 h / Heating 2: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 3: SOCl2 / 3 h / Heating 4: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 5: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 6: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme