1: 40 percent / HNO3, NaNO2 / H2O / <20 deg C 2: HNO3, H2SO4 / 2 h / Heating 3: 26.7 g / POCl3 / 2 h / Heating 4: ethanol / 5 h / Heating 5: H2, HCl / 5percent Pd/C / aq. ethanol / 2327.2 Torr 6: HCl / ethanol / 1.) 25 deg C, 5 h, 2.) reflux, 1.5 h 7: MnO2, 5 M NaOH / H2O / 0.83 h / pH 6 View Scheme

1: H2 / PtO2 / acetic acid / 2068.6 Torr 2: 40 percent / HNO3, NaNO2 / H2O / <20 deg C 3: HNO3, H2SO4 / 2 h / Heating 4: 26.7 g / POCl3 / 2 h / Heating 5: ethanol / 5 h / Heating 6: H2, HCl / 5percent Pd/C / aq. ethanol / 2327.2 Torr 7: HCl / ethanol / 1.) 25 deg C, 5 h, 2.) reflux, 1.5 h 8: MnO2, 5 M NaOH / H2O / 0.83 h / pH 6 View Scheme

1: 26.7 g / POCl3 / 2 h / Heating 2: ethanol / 5 h / Heating 3: H2, HCl / 5percent Pd/C / aq. ethanol / 2327.2 Torr 4: HCl / ethanol / 1.) 25 deg C, 5 h, 2.) reflux, 1.5 h 5: MnO2, 5 M NaOH / H2O / 0.83 h / pH 6 View Scheme

1: HNO3, H2SO4 / 2 h / Heating 2: 26.7 g / POCl3 / 2 h / Heating 3: ethanol / 5 h / Heating 4: H2, HCl / 5percent Pd/C / aq. ethanol / 2327.2 Torr 5: HCl / ethanol / 1.) 25 deg C, 5 h, 2.) reflux, 1.5 h 6: MnO2, 5 M NaOH / H2O / 0.83 h / pH 6 View Scheme

1: ethanol / 5 h / Heating 2: H2, HCl / 5percent Pd/C / aq. ethanol / 2327.2 Torr 3: HCl / ethanol / 1.) 25 deg C, 5 h, 2.) reflux, 1.5 h 4: MnO2, 5 M NaOH / H2O / 0.83 h / pH 6 View Scheme