1: diisopropylethylamine / CH2Cl2 / 0 °C 2: 1) t-BuLi / 1) hexane, 0 deg C, 3 h View Scheme

tert.-butyl lithium 1.) hexane, pentane, THF, 2h, 0 degC 2.) room temp., 20h; Yield given. Multistep reaction;

1: 1.) tert-butyllithium / 1.) hexane, pentane, 0 deg C, 4.5h 2.) THF, 2h, 0-10 deg C 2: 92 percent / pyridine / 0.5 h / 100 - 110 °C 3: 87 percent / tetraethylammonium fluoride / tetrahydrofuran / 24 h / Ambient temperature 4: 83 percent / H2 / 10percent Pd/C / ethanol; ethyl acetate / 12 h / 760 Torr / Ambient temperature View Scheme