sulfuric acid T=80 - 90°C; 0.5 h;

hydrogen; N-ethyl-N,N-diisopropylamine; 10 palladium on active carbon in ethanol 0.166667 h; Ambient temperature;

1: 98.2 percent / H2 / 10percent Pd/C / dioxane / 517.1 - 1551.4 Torr 2: polyphosphoric acid / 2.5 h / 70 °C View Scheme

phosphoric acid; phosphorus pentoxide T=90°C; 3 h;

1: 82.4 percent / pyridine / 6 h / Heating 2: 99 percent / ethanolic HCl, H2 / 10percent Pd on charcoal / ethanol / 20 h / 120 °C / 75005.9 Torr 3: 41 percent / 85percent phosphoric acid, P2O5 / 3 h / 90 °C View Scheme

1: 97 percent / iron powder, bromine, iodidne / CH2Cl2 / Ambient temperature; overnight 2: 99 percent / 85percent phosphoric acid, P2O5 / 2 h / 90 °C 3: 96 percent / ethyldiisopropylamine, H2 / 10percentPd on charcoal / ethanol / 0.17 h / Ambient temperature View Scheme

1: 83 percent / PCC / CH2Cl2 / 2 h / Ambient temperature 2: 92.2 percent / pyridine, piperidine / 48 h / 80 °C 3: 98.2 percent / H2 / 10percent Pd/C / dioxane / 517.1 - 1551.4 Torr 4: polyphosphoric acid / 2.5 h / 70 °C View Scheme

1: 99 percent / LiAlH4 / diethyl ether / 1.) reflux, 3 h, 2.) room temp., overnight 2: 83 percent / PCC / CH2Cl2 / 2 h / Ambient temperature 3: 92.2 percent / pyridine, piperidine / 48 h / 80 °C 4: 98.2 percent / H2 / 10percent Pd/C / dioxane / 517.1 - 1551.4 Torr 5: polyphosphoric acid / 2.5 h / 70 °C View Scheme

1: 92.4 percent / conc. H2SO4 / 48 h / Heating 2: 99 percent / LiAlH4 / diethyl ether / 1.) reflux, 3 h, 2.) room temp., overnight 3: 83 percent / PCC / CH2Cl2 / 2 h / Ambient temperature 4: 92.2 percent / pyridine, piperidine / 48 h / 80 °C 5: 98.2 percent / H2 / 10percent Pd/C / dioxane / 517.1 - 1551.4 Torr 6: polyphosphoric acid / 2.5 h / 70 °C View Scheme

aluminium trichloride in carbon disulfide