1: 62 percent / (NH4)2S / methanol / 5 h / Heating 2: 1.) HNO2, 2.) CuCl2, CuCl, 12percent aq. HCl / 1.) 0 deg C, 2.) 60 deg C, 1 h 3: 81 percent / Fe, HCl (gas) / ethanol 4: 65 percent / aq. HBF4, NaNO2 / -5 °C 5: 25 percent / Heating 6: 73 percent / MnO2 / benzene / 24 h / Heating 7: 1 h / 80 °C 8: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 81 percent / Fe, HCl (gas) / ethanol 2: 65 percent / aq. HBF4, NaNO2 / -5 °C 3: 25 percent / Heating 4: 73 percent / MnO2 / benzene / 24 h / Heating 5: 1 h / 80 °C 6: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 1 h / 80 °C 2: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 73 percent / MnO2 / benzene / 24 h / Heating 2: 1 h / 80 °C 3: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 65 percent / aq. HBF4, NaNO2 / -5 °C 2: 25 percent / Heating 3: 73 percent / MnO2 / benzene / 24 h / Heating 4: 1 h / 80 °C 5: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 1.) HNO2, 2.) CuCl2, CuCl, 12percent aq. HCl / 1.) 0 deg C, 2.) 60 deg C, 1 h 2: 81 percent / Fe, HCl (gas) / ethanol 3: 65 percent / aq. HBF4, NaNO2 / -5 °C 4: 25 percent / Heating 5: 73 percent / MnO2 / benzene / 24 h / Heating 6: 1 h / 80 °C 7: LiAlH4 / diethyl ether / 2 h / Heating View Scheme

1: 25 percent / Heating 2: 73 percent / MnO2 / benzene / 24 h / Heating 3: 1 h / 80 °C 4: LiAlH4 / diethyl ether / 2 h / Heating View Scheme