1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) 55 deg C, 5 h 2: 85percent m-chloroperbenzoic acid / CH2Cl2 / 3 h / 0 °C 3: 95 percent / HCl / 0.5 h / Heating View Scheme

1.1: NaBH4 / tetrahydrofuran; methanol / 0.33 h / 20 °C 1.2: 45 percent / InCl3 / toluene / 0.5 h / 20 °C 2.1: 97 percent / Raney nickel / ethanol / 0.5 h / Heating View Scheme

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) 55 deg C, 5 h 2: 85percent m-chloroperbenzoic acid / CH2Cl2 / 3 h / 0 °C 3: 95 percent / HCl / 0.5 h / Heating 4: 1.) NaH / 1.) DMF, RT, 2.) 85 deg C, 5 h View Scheme