1: 64 percent / NaNO2, 1N aq. HCl, NaI / 2 h / 0 - 3 °C 2: 57 percent / aq. Na2CO3 3: 85 percent / H2O2, NH3 / H2O / 1.5 h / 1 °C 4: 42 percent / H2 / 10percent Pd-C / aq. acetic acid / 1.5 h / 760 Torr / Ambient temperature View Scheme

1: 1.) 1N aq. HCl, NaNO2, 2.) 10percent aq. Na2CO3 / 1.) 0 deg C, 2 h, 2.) 1 h 2: 73 percent / H2 / 10percent Pd/C / methanol / 1.33 h / 760 Torr / Ambient temperature View Scheme

1: 1.) 1N aq. HCl, NaNO2, 2.) 10percent aq. Na2CO3 / 1.) 0 deg C, 2 h, 2.) 1 h 2: 76 percent / conc. aq. NH3, 30percent aq. H2O2 / 4 h / 2 °C 3: 67 percent / H2 / 10percent Pd/C / acetic acid; H2O / 1.5 h / 21 °C / 760 Torr View Scheme