1.1: toluene / 1 h / 0 - 35 °C 2.1: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 3.2: 1 h / -70 - -50 °C 4.1: thionyl chloride / 0 - 65 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 6.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave View Scheme

1.1: toluene / 1 h / 0 - 35 °C 2.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 3.2: 1 h / -70 - -50 °C 4.1: thionyl chloride / 0 - 65 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C 6.1: hydrogen; palladium 10 on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / |Autoclave 7.1: sodium hydrogencarbonate / dichloromethane / 3 h / -2 - 3 °C View Scheme

1.1: toluene / 1 h / 0 - 35 °C 2.1: tetrahydrofuran / 4.5 h / 60 - 65 °C 3.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / |Inert atmosphere 3.2: 1 h / -70 - -50 °C 4.1: thionyl chloride / 0 - 65 °C View Scheme

1: toluene / 1 h / 0 - 35 °C 2: iodine; lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 65 °C View Scheme

1: toluene / 1 h / 0 - 35 °C 2: tetrahydrofuran / 4.5 h / 60 - 65 °C View Scheme