1: 52 percent / AlCl3 / nitrobenzene / 1) 20 deg C, 3 h, 2) 45 deg C, 1 h 2: 50percent hydrobromic acid / H2O / 16 h / Heating 3: p-toluenesulphonic acid / 5 h / Heating 4: 1) Na / 1) methanol, 10 min, 2) DMSO, 100 deg C, 8 h View Scheme

1: 52 percent / AlCl3 / nitrobenzene / 1) 20 deg C, 3 h, 2) 45 deg C, 1 h 2: 50percent hydrobromic acid / H2O / 16 h / Heating 3: p-toluenesulphonic acid / 5 h / Heating 4: 1) Na / 1) methanol, 10 min, 2) DMSO, 100 deg C, 8 h View Scheme

1: 50percent hydrobromic acid / H2O / 16 h / Heating 2: p-toluenesulphonic acid / 5 h / Heating 3: 1) Na / 1) methanol, 10 min, 2) DMSO, 100 deg C, 8 h View Scheme

sodium 1) methanol, 10 min, 2) DMSO, 100 deg C, 8 h; Yield given. Multistep reaction;