manganese(IV) oxide in chloroform T=20°C; 4 h;

1: NaOH / methanol / 12 h / Heating 2: 98 percent / H2; acetic acid / 10 percent Pd/C / 3 h / 75 °C 3: 73 percent / H2SO4 / 8 h / 20 °C 4: 93 percent / diethyl ether 5: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 6: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

1: 98 percent / H2; acetic acid / 10 percent Pd/C / 3 h / 75 °C 2: 73 percent / H2SO4 / 8 h / 20 °C 3: 93 percent / diethyl ether 4: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 5: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

1: t-BuOK / 2-methyl-propan-2-ol / Heating 2: NaOH / methanol / 12 h / Heating 3: 98 percent / H2; acetic acid / 10 percent Pd/C / 3 h / 75 °C 4: 73 percent / H2SO4 / 8 h / 20 °C 5: 93 percent / diethyl ether 6: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 7: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

lithium aluminium tetrahydride; diethyl ether anschliessend mit wss.HCl;

1: 93 percent / diethyl ether 2: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 3: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

1: 73 percent / H2SO4 / 8 h / 20 °C 2: 93 percent / diethyl ether 3: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 4: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

1: 85 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 2: 75 percent / MnO2 / CHCl3 / 4 h / 20 °C View Scheme

1: LiAlH4 / diethyl ether 2: MnO2 / benzene View Scheme