n-butyllithium in hexane

1: 82 percent / (diethylamino)sulfur trifluoride / CH2Cl2 / 1) -78 deg C, 2) room temperature 2: 1) n-butyllithium / 1.) THF, -78 deg C, 2.) HMPA, room temperature View Scheme

n-butyllithium 1.) THF, -78 deg C, 2.) HMPA, room temperature; Yield given. Multistep reaction;

1: 97 percent / H2; quinoline / Pd/BaSO4 / methanol / Ambient temperature 2: 73 percent / Dowex / methanol / 45 °C View Scheme