1: 61 percent / xylene / 2 h / Heating 2: 68 percent / Et3N, t-BuOCl / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 61 percent / xylene / 2 h / Heating 2: 68 percent / Et3N, t-BuOCl / CH2Cl2 / 2 h / Ambient temperature 3: 52 percent / 1.) NaH / dimethylformamide / 1.) 50 deg C, 30 min, 2.) 3 h View Scheme

1: benzene / 14 h / Heating 2: H2 / 5percent Pd-C / xylene / Heating 3: NaOH / H2O; ethanol / 2 h / Heating 4: 98 percent / quinoline / 1 h / Heating View Scheme

acetic acid T=20°C;