lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; Inert atmosphere;

1: ammonium acetate / 1 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C 1.2: -78 °C 2.1: ammonium acetate / 1 h / Reflux 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme

ethanol; chloroform; hydrazine hydrate

1: thionyl chloride 2: acetone; sodium iodide 4: hydrazine hydrate; chloroform; ethanol View Scheme