hydrogen; nickel in ethanol P=2585.81 Torr; 24 h;

1: sodium methoxide / methanol / 8 h / -10 - 20 °C 2: 12 g / hydrogen / Raney nickel / ethanol / 24 h / 2585.81 Torr View Scheme

1: sodium metaperiodate / H2O / 1.5 h 2: sodium methoxide / methanol / 8 h / -10 - 20 °C 3: 12 g / hydrogen / Raney nickel / ethanol / 24 h / 2585.81 Torr View Scheme

1: NaHCO3 / ethanol; H2O / 2 h / Ambient temperature 2: pyridine / 36 h / Ambient temperature 3: H2 / 10percent Pd/C / ethanol / 18 h / 3192 Torr 4: CH3COONa / ethanol / 8 h / Heating 5: NaHCO3 / ethanol; H2O / 2 h / ice-cooling 6: 52 percent / aq. 0.4 M HCl / 16 h / 95 - 100 °C 7: 74 percent / conc. HCl / 0.25 h 8: 73 percent / pyridine 9: 96 percent / HgCl2, CdCO3 / H2O; acetone / 1 h / Heating 10: 86 percent / acetonitrile / 0.25 h / Heating 11: 25 percent / H2 / 10percent Pd/C / ethanol; acetic acid / 2 h / 3192 Torr / 2 12: 94 percent / BH3*Me2S / tetrahydrofuran / 4 °C / overnight 13: MeONa / methanol / 3 h View Scheme