1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 93 percent / H2 / 10percent Pd/C / methanol View Scheme

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 93 percent / H2 / 10percent Pd/C / methanol 3: 4.3 percent Chromat. / 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h View Scheme

hydrogenchloride in methanol 0.0833333 h; Heating;

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 93 percent / H2 / 10percent Pd/C / methanol 3: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h View Scheme

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 93 percent / H2 / 10percent Pd/C / methanol 3: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h 4: 60 percent / conc. HCl / 30 h / 150 °C / 31028.9 Torr View Scheme

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 93 percent / H2 / 10percent Pd/C / methanol 3: 1) NaNO2, 3 N HCl, 2) KI / 1) H2O, 0 degC, 1.5 h, 2) warm to room temp., 4 h 4: 60 percent / conc. HCl / 30 h / 150 °C / 31028.9 Torr 5: 84 percent / NaOAc / H2O; acetic acid / 1 h / 50 °C View Scheme

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 64 percent / conc. HCl / 24 h / 150 °C View Scheme

1: 86 percent / conc. HCl / methanol / 0.08 h / Heating 2: 64 percent / conc. HCl / 24 h / 150 °C 3: H2O; acetic acid / 2 h / 50 °C View Scheme