lithium aluminium tetrahydride in tetrahydrofuran T=-78 - 20°C;

1: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; Inert atmosphere; 2: With water; magnesium sulfate; sodium hydroxide in tetrahydrofuran 0.25 h;

lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 2 h; Inert atmosphere;

1: thionyl chloride / dichloromethane / 1 h / Inert atmosphere; Reflux 2: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 3: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere View Scheme

1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere View Scheme

1: potassium carbonate; sodium iodide / acetonitrile / Inert atmosphere; Reflux 2: thionyl chloride / dichloromethane / 1 h / Inert atmosphere; Reflux 3: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 4: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere View Scheme

hydrogen; palladium dihydroxide in ethanol

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere 2: 2-pentafluorophenyl-6,17dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere View Scheme