1: 82 percent / CuCl, K2CO3 / pyridine / 3 h / Heating 2: 92 percent / H2 / Raney-nickel / methanol / 4 h / 52504.2 Torr 3: 94 percent / pyridine / 1./ 3 h. 0 deg C. 2./ room temp. overnight. View Scheme

1: 38 percent / CuCl, potassium tert-butoxide / 2-methyl-propan-2-ol / 7 h / Heating 2: 100 percent / H2 / Raney-nickel / methanol / 4 h / 52504.2 Torr View Scheme

1: 38 percent / CuCl, potassium tert-butoxide / 2-methyl-propan-2-ol / 7 h / Heating 2: 100 percent / H2 / Raney-nickel / methanol / 4 h / 52504.2 Torr 3: 76 percent / pyridine / 1./ 3 h. 0 deg C. 2./ room temp. View Scheme