ethanol; nickel Hydrogenation;

Multi-step reaction with 2 steps 1.1: magnesium / diethyl ether / 2.5 h / 20 °C1.2: 76 percent / diethyl ether / 2.5 h / 20 °C2.1: 82 percent / p-toluenesulfonic acid monohydrate / benzene / 1 h / Heating  

Multi-step reaction with 5 steps 1.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C2.1: N,N-dimethyl-formamide / 2 h / 20 °C3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere3.2: 2 h / 20 °C / Inert atmosphere4.1: diisobutylaluminium hydride / hexane; dichloromethane / 2 h / -78 °C / Inert atmosphere5.1: 2BF4(1+)*C27H50P2*2H(1+); palladium diacetate; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere