1: 63 percent / triphenylphosphine, hydrazoic acid, diethyl azodicarboxylate / benzene / 3 h / Ambient temperature 2: 93 percent / H2 / 10 percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr View Scheme

1: 63 percent / triphenylphosphine, hydrazoic acid, diethyl azodicarboxylate / benzene / 3 h / Ambient temperature 2: 93 percent / H2 / 10 percent Pd/C / dimethylformamide / 3 h / 2585.7 Torr 3: 85 percent / LiOH / H2O; methanol / 17 h / 0 °C View Scheme