hydrogen; platinum(IV) oxide in acetic acid P=1034.3 Torr; 2.5 h;

1: 1.) thallium trifluoroacetate, 2.) lead tetraacetate / 1.) TFA, RT, overnight, 2.) TFA, RT, 1 h, then reflux, 1 h 2: 83 percent / potassium carbonate / acetone / Ambient temperature 3: 95 percent / hydroxylamine hydrochloride, pyridine / ethanol / 0.25 h / Heating 4: 97.6 percent / H2 / platinum oxide / acetic acid / 2.5 h / 1034.3 Torr View Scheme

1: 83 percent / potassium carbonate / acetone / Ambient temperature 2: 95 percent / hydroxylamine hydrochloride, pyridine / ethanol / 0.25 h / Heating 3: 97.6 percent / H2 / platinum oxide / acetic acid / 2.5 h / 1034.3 Torr View Scheme

1: 95 percent / hydroxylamine hydrochloride, pyridine / ethanol / 0.25 h / Heating 2: 97.6 percent / H2 / platinum oxide / acetic acid / 2.5 h / 1034.3 Torr View Scheme

1: stannous chloride dihydrate, conc. HCl / tetrahydrofuran / 1 h / Ambient temperature 2: 1.) sodium nitrite, sulfuric acid, 2.) H2O, NaSO4 / 1.) water, 0 deg C, 25 min, 2.) sulfuric acid, 50 to 60 deg C 3: 83 percent / potassium carbonate / acetone / Ambient temperature 4: 95 percent / hydroxylamine hydrochloride, pyridine / ethanol / 0.25 h / Heating 5: 97.6 percent / H2 / platinum oxide / acetic acid / 2.5 h / 1034.3 Torr View Scheme

1: 1.) sodium nitrite, sulfuric acid, 2.) H2O, NaSO4 / 1.) water, 0 deg C, 25 min, 2.) sulfuric acid, 50 to 60 deg C 2: 83 percent / potassium carbonate / acetone / Ambient temperature 3: 95 percent / hydroxylamine hydrochloride, pyridine / ethanol / 0.25 h / Heating 4: 97.6 percent / H2 / platinum oxide / acetic acid / 2.5 h / 1034.3 Torr View Scheme