1: 62 percent / tetrabutylammonium hydrogen sulfate, aq. NaOH / CH2Cl2 / 0.5 h 2: 1.) BuLi / 1.) THF, -70 deg C, 1 h, 2.) THF, RT, 18 h 3: conc. HCl / ethanol / 1 h / Heating View Scheme

1: 57 percent / sodium, liq. NH3, ferric nitrate / tetrahydrofuran / 1 h / -30 °C 2: 82 percent / pyridine hydrochloride / 0.5 h / 210 °C 3: 62 percent / K2CO3 / acetone; dimethylformamide / 18 h / Heating 4: 1.) BuLi / 1.) THF, -70 deg C, 1 h, 2.) THF, RT, 18 h 5: conc. HCl / ethanol / 1 h / Heating View Scheme