1: 52.6 percent / toluene / Heating 2: 60.8 percent / conc. H2SO4 / 120 °C 3: 100 percent / POCl3 / Heating 4: 98 percent / Heating 5: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) to -20 deg C View Scheme

1: 98 percent / Heating 2: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) to -20 deg C View Scheme

1: 100 percent / POCl3 / Heating 2: 98 percent / Heating 3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) to -20 deg C View Scheme

1: 60.8 percent / conc. H2SO4 / 120 °C 2: 100 percent / POCl3 / Heating 3: 98 percent / Heating 4: 1) n-BuLi / 1) THF, hexane, -78 deg C, 5 min, 2) to -20 deg C View Scheme

n-butyllithium 1) THF, hexane, -78 deg C, 5 min, 2) to -20 deg C; Yield given. Multistep reaction;