1: 82 percent / SOCl2 / 0.5 h / Ambient temperature 2: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h View Scheme

1: 82 percent / SOCl2 / 0.5 h / Ambient temperature 2: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h 3: 63 percent / 2 M aq. HCl / 1 h / Heating 4: SOCl2, DMF / toluene / 1 h / 60 °C View Scheme

1: 82 percent / SOCl2 / 0.5 h / Ambient temperature 2: 1) 1.6 M BuLi / 1) THF, hexane, -78 deg C, 1 h, 2) -45 deg C, 1.5 h 3: 63 percent / 2 M aq. HCl / 1 h / Heating View Scheme