1: copper(l) iodide; potassium carbonate / acetonitrile / 55 °C / |Inert atmosphere 2: hydrogenchloride / water / 2 h 3: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C 4: benzene / 5 h / |Inert atmosphere; |Reflux 5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / -20 °C View Scheme

tin(IV) chloride in 1,2-dichloro-ethane T=0°C; 0.25 h; Yield given. Yields of byproduct given;

boron trifluoride diethyl etherate in 1,2-dichloro-ethane T=0°C; 0.25 h; Yield given. Yields of byproduct given;

tin(IV) chloride in 1,2-dichloro-ethane T=0°C; 0.25 h; Yield given. Yields of byproduct given;

boron trifluoride diethyl etherate in 1,2-dichloro-ethane T=0°C; 0.25 h; Yield given. Yields of byproduct given;

1: potassium carbonate / dimethyl sulfoxide / 5 h / 50 °C / |Inert atmosphere 2: hydrogenchloride / water / 2 h View Scheme