1: (i) PCl5, benzene, (ii) SnCl4 2: (i) N2H4*H2O, KOH, diethylene glycol, (ii) (thermolysis) View Scheme

1: 74 percent / acetic anhydride / 3 h / Heating 2: 2.) acetic anhydride / 1.) benzene, 1 h, reflux; 2.) 5 h, reflux 3: lithium aluminium hydride View Scheme

1: 74 percent / acetic anhydride / 3 h / Heating 2: 2.) acetic anhydride / 1.) benzene, 1 h, reflux; 2.) 5 h, reflux 3: 94 percent / boron tribromide / CH2Cl2 / 2 h / Ambient temperature 4: 77 percent / potassium carbonate / dimethylformamide 5: 78 percent / LiAlH4 / tetrahydrofuran / Heating 6: 85 percent / H2 / 10percent Pd-C / acetic acid View Scheme