1: 52 percent / KOH / H2O; methanol / 48 h / Ambient temperature 2: 41 percent / Br2 / CCl4 / 2 h / 0 °C 3: 1.) 1.6 M n-BuLi in hexanes / 1.) ether, -78 deg C, 10 min, 2.) from -78 deg C to RT, 30 min View Scheme

1: 41 percent / Br2 / CCl4 / 2 h / 0 °C 2: 1.) 1.6 M n-BuLi in hexanes / 1.) ether, -78 deg C, 10 min, 2.) from -78 deg C to RT, 30 min View Scheme

n-butyllithium 1.) ether, -78 deg C, 10 min, 2.) from -78 deg C to RT, 30 min; Yield given. Multistep reaction;