hydrogen; palladium 10 on activated carbon in tetrahydrofuran P=2585.81 Torr; 5 h;

1: 67 percent / triethylammonium formate 2: H2O / acetonitrile / 0.5 h / 120 °C / microwave irradiation View Scheme

1: 17.1 g / palladium(II) acetate, triphenylphosphine, tributylamine / xylene / 5 h / 105 °C 2: 75 percent / NiCl2*6H2O, sodium borohydride / methanol / 1.67 h / 20 °C View Scheme

potassium hydroxide in ethanol; water 2 h; Heating;

1: 71 percent / 90 percent formic acid / Raney nickel alloy / 2 h / Heating 2: 66 percent / pyridine, piperidine / 1.) 100 deg C, 2 h, 2.) 155 deg C, 1 h 3: 97 percent / H2 / 10 percent Pd/C / tetrahydrofuran / 5 h / 2585.7 Torr View Scheme

1: 91 percent / Br2 / acetic acid / 0.25 h / Ambient temperature 2: 1.) 12 N HCl, NaNO2, 2.) 50 percent H3PO2 / 1.) water, 5 deg C, 2.) water, 0 deg C, 3 h 3: 77 percent / N,N-dimethyl-acetamide / 4 h / Heating 4: 71 percent / 90 percent formic acid / Raney nickel alloy / 2 h / Heating 5: 66 percent / pyridine, piperidine / 1.) 100 deg C, 2 h, 2.) 155 deg C, 1 h 6: 97 percent / H2 / 10 percent Pd/C / tetrahydrofuran / 5 h / 2585.7 Torr View Scheme

1: 1.) 12 N HCl, NaNO2, 2.) 50 percent H3PO2 / 1.) water, 5 deg C, 2.) water, 0 deg C, 3 h 2: 77 percent / N,N-dimethyl-acetamide / 4 h / Heating 3: 71 percent / 90 percent formic acid / Raney nickel alloy / 2 h / Heating 4: 66 percent / pyridine, piperidine / 1.) 100 deg C, 2 h, 2.) 155 deg C, 1 h 5: 97 percent / H2 / 10 percent Pd/C / tetrahydrofuran / 5 h / 2585.7 Torr View Scheme

water in acetonitrile T=120°C; 0.5 h; microwave irradiation;

borane in tetrahydrofuran; methanol

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