1: 1. sodium / 1. benzene/DMF 2. benzene/DMF/reflux/16 h 2: 80 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 130 °C 3: 70 percent / LiAlH4 / diethyl ether / 1. room temperature/overnight 2. reflux/3 h View Scheme

lithium bromide in acetone

sodium iodide in acetone Heating; Yield given;