1: 81 percent / H2 / 10percent Pd/C / methanol / 2280 Torr 2: 86 percent / CHCl3 / 0.5 h / 0 °C 3: 1) aq. HCl, NaNO2, 2) NaHCO3 / 1) H2O, 0 deg C, 2) H2O, pH 8 View Scheme

1: 86 percent / CHCl3 / 0.5 h / 0 °C 2: 1) aq. HCl, NaNO2, 2) NaHCO3 / 1) H2O, 0 deg C, 2) H2O, pH 8 View Scheme

hydrogenchloride; sodium hydrogencarbonate; sodium nitrite 1) H2O, 0 deg C, 2) H2O, pH 8; Yield given. Multistep reaction;