n-butyllithium 1.) ether, 0 deg C;

1: 89 percent / 16 h / Heating 2: 1) n-Butyllithium / 1) THF, ice bath , 6 h, 2) THF, room temperature, 4 h View Scheme

1: 85 percent / acetonitrile / 12 h / Heating 2: 1) NaBH4, 2) 2N-HCl / 1) ethanol, 0-5 deg C, 2 h, 2) methanol, heating, 30 min View Scheme

1: 85 percent / acetonitrile / 12 h / Heating 2: 1) NaBH4, 2) 2N-HCl / 1) ethanol, 0-5 deg C, 2 h, 2) methanol, heating, 30 min 3: 1) n-Butyllithium / 1) THF, a) -78 deg C, b) room temperature, 1.5 h, 2) THF, a) -78 deg C, 0.5 h, b) room temperature, 16 h View Scheme