1: 81 percent / NaI / acetone / 2.5 h / 25 °C 2: 1) Zn-dust, 2) CuCN, LiCl / 1) THF, 12 deg C, 2) 0 deg C, 5 min, 3) -78 deg C to -30 deg C, 8 h, 4) -5 deg C, 6 h View Scheme

lithium chloride; zinc 1) THF, 12 deg C, 2) 0 deg C, 5 min, 3) -78 deg C to -30 deg C, 8 h, 4) -5 deg C, 6 h; Yield given. Multistep reaction;

1.) CuCN*LiCl 1.) THF, -30 deg C, 5 min, 2.) THF, from -5 to 15 deg C, overnight; Yield given. Multistep reaction;