hydrogen; palladium on activated charcoal in ethanol P=760 Torr; 2 h;

1: 52 percent / tetrahydrofuran / 20 h / Ambient temperature 2: 95 percent / 0.2 M aq. oxalic acid / 2 h / 90 °C 3: 1.) NH3, 2.) NH4Cl / 1.) MeOH, 4 deg C, 30 min, 2.) H2O, MeOH, RT, 24 h 4: 69 percent / 10percent aq. KOH / 24 h / Heating 5: 67 percent / H2 / 10percent Pd/C / aq. ethanol / 2 h / 760 Torr View Scheme

1: 69 percent / 10percent aq. KOH / 24 h / Heating 2: 67 percent / H2 / 10percent Pd/C / aq. ethanol / 2 h / 760 Torr View Scheme

1: 95 percent / 0.2 M aq. oxalic acid / 2 h / 90 °C 2: 1.) NH3, 2.) NH4Cl / 1.) MeOH, 4 deg C, 30 min, 2.) H2O, MeOH, RT, 24 h 3: 69 percent / 10percent aq. KOH / 24 h / Heating 4: 67 percent / H2 / 10percent Pd/C / aq. ethanol / 2 h / 760 Torr View Scheme

1: 1.) NH3, 2.) NH4Cl / 1.) MeOH, 4 deg C, 30 min, 2.) H2O, MeOH, RT, 24 h 2: 69 percent / 10percent aq. KOH / 24 h / Heating 3: 67 percent / H2 / 10percent Pd/C / aq. ethanol / 2 h / 760 Torr View Scheme