1: tert-butyllithium / 1.) pentane, ether, -78 deg C, 2 h, 2.) ether, pentane, a) -78 deg C, 2 h, b) 0 deg C, 1 h, c) 12 h, room temp. 2: 65 percent / 0.1 M perchloric acid / acetone; H2O / 20 h / Heating 3: 48 percent / sulfuric acid / methylcyclohexane / 0.5 h / Ambient temperature View Scheme

phosphoric acid; sodium iodide T=110°C; 24 h;