1.1: potassium hydroxide; water / methanol / Inert atmosphere; Reflux 1.2: pH 1 - 2 2.1: toluene / 0 - 10 °C 2.2: 50 - 60 °C 3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 3.2: 30 - 65 °C 4.1: isopropyl alcohol; water / Reflux 5.1: sodium carbonate / dichloromethane; water 5.2: 14 - 20 °C 6.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 6.2: Reflux 7.1: sodium hydroxide; sodium carbonate / dichloromethane; water 7.2: Raney nickel View Scheme

1.1: potassium hydroxide; water / methanol / Inert atmosphere; Reflux 1.2: pH 1 - 2 2.1: toluene / 0 - 10 °C 2.2: 50 - 60 °C 3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 31 - 35 °C 3.2: 30 - 65 °C 4.1: isopropyl alcohol; water / Reflux 5.1: sodium carbonate / dichloromethane; water 5.2: 14 - 20 °C 6.1: hydrogenchloride; sodium tetrahydroborate / water / 32 - 38 °C 6.2: Reflux 7.1: sodium hydroxide; sodium carbonate / dichloromethane; water 7.2: Raney nickel 8.1: triethylamine / dichloromethane / 0.75 h / 0 - 20 °C View Scheme

1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 25 - 35 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 - 35 °C 3: N,N-dimethyl-formamide / 16 h / 60 - 70 °C / 2250.23 Torr / |Autoclave; |Inert atmosphere View Scheme

1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 25 - 35 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 - 35 °C 3: N,N-dimethyl-formamide / 16 h / 60 - 70 °C / 2250.23 Torr / |Autoclave; |Inert atmosphere 4: hydrogen / methanol / 5 h / 25 - 35 °C / 2250.23 Torr / |Autoclave View Scheme

1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 25 - 35 °C 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 - 35 °C 3: acetonitrile / 12 h / 35 - 40 °C 4: hydrogen / methanol / 25 - 30 °C / 2625.26 Torr / |Autoclave View Scheme