potassium tert-butylate in tetrahydrofuran

n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-50°C; 1 h;

1.1: acetonitrile / 0.5 h / 0 °C 1.2: 51 percent / NaI / acetonitrile / 2 h / 50 °C 2.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 41 percent / tetrahydrofuran; hexane / -78 °C 3.1: 87 percent / tert-BuOK / tetrahydrofuran View Scheme

1.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 41 percent / tetrahydrofuran; hexane / -78 °C 2.1: 87 percent / tert-BuOK / tetrahydrofuran View Scheme

diethyl ether; lithium diethylamide anschliessendes Behandeln mit Octylbromid;

phenyllithium

lithium diisopropyl amide 1.) -20 deg C, diethyl ether, hexane, 30 min; 2.) -20 deg C, 1h, r.t., overnight; Yield given. Multistep reaction;