1: 73 percent / NaI / acetone / 3 h / Heating 2: 1.) BuLi / 1.) THF, HMPT, hexane, -50 deg C, 30 min, 2.) HMPT, hexane, -23 deg C, 2 h 3: 90 percent / H2 / Pd/CaCO3 / ethanol / 1.5 h 5: 82 percent / AlCl3 / C2H5SH; CH2Cl2 / 12 h / 0 °C 6: 90 percent / O2, NaHCO3 / PtO2 / 48 h View Scheme

potassium hydroxide; sodium iodide 1) EtOH, reflux, 8 h, 2) EtOH, reflux, 12 h; Yield given. Multistep reaction;