2: SOCl2 / benzene / 3 h / Heating 3: AlCl3 / CS2 / 1.) 0 deg C, 2.) reflux, 10 min 4: 88 percent / LiAlH4 / tetrahydrofuran / 0.33 h / 20 °C 5: 78 percent / conc. H2SO4 / acetic acid / 0.83 h / 70 °C 6: DDQ / xylene / 5 h / Heating View Scheme

2: SOCl2 / benzene / 3 h / Heating 3: AlCl3 / CS2 / 1.) 0 deg C, 2.) reflux, 10 min 4: 88 percent / LiAlH4 / tetrahydrofuran / 0.33 h / 20 °C 5: 78 percent / conc. H2SO4 / acetic acid / 0.83 h / 70 °C View Scheme

Yield given. Multistep reaction;