1: diisobutylaluminium hydride / toluene / 0.5 h / 0 °C / Inert atmosphere 2: manganese(IV) oxide / dichloromethane / 2 h / 20 °C / Inert atmosphere View Scheme

1: 95 percent / H2 / 5percent Pd/C / ethyl acetate / 3 h 2: 94 percent / KOH / ethanol; H2O / 4 h / Ambient temperature 3: 1.) SOCl2, 2.) AlCl3 / 1.) reflux, 12 h; 2.) CH2Cl2, RT, 4 h 4: NaBH4 / methanol / 2 h View Scheme

hydrogen; palladium on activated charcoal in ethyl acetate 3 h;

1: 95 percent / H2 / 5percent Pd/C / ethyl acetate / 3 h 2: 94 percent / KOH / ethanol; H2O / 4 h / Ambient temperature 3: 1.) SOCl2, 2.) AlCl3 / 1.) reflux, 12 h; 2.) CH2Cl2, RT, 4 h View Scheme

1: 95 percent / H2 / 5percent Pd/C / ethyl acetate / 3 h 2: 94 percent / KOH / ethanol; H2O / 4 h / Ambient temperature View Scheme

diethyl ether; bromine Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;