1: 1.) (i-C3H7)2NLi, 2.) HCl / 1.) ether, -60 deg C, 18 h, 2.) -10 deg C to 0 deg C, H2O, 30 deg C, 3.5 h 2: 80 percent / soude / H2O; methanol / 6 h / Heating View Scheme

hydrogen; copper

1: 1.) (i-C3H7)2NLi / 1.) ether, -60 deg C, 18 h, 2.) 20 deg C, 2 h, HCl 2: 87 percent / H2SO4 / acetone; H2O / 4 h / 40 - 45 °C View Scheme

hydrogenchloride; lithium diisopropyl amide 1.) ether, -60 deg C, 18 h, 2.) -10 deg C to 0 deg C, H2O, 30 deg C, 3.5 h; Yield given. Multistep reaction;