1: K2CO3 / benzene; diethyl ether / Ambient temperature 2: lithium aluminum hydride (LAH) 3: 15 percent / acetonitrile / Irradiation View Scheme

1: benzene 2: 74 percent / LiAlH4 / tetrahydrofuran / 1.) 60 deg C, 1.5 h, 2.) room temperature, overnight 3: 1.) BuLi / 1.) THF, - 78 deg C, 30 min., 2.) - 10 deg C, 30 min, 3.) HMPA, lithium perchlorate, electrolysis, 10 mA/cm2, -10 deg C View Scheme