n-butyllithium; iodine; diisopropylamine in tetrahydrofuran; hexane T=-75°C; 2 h;

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h 3: 86 percent / diisopropylamine; butyllithium; iodine / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C 2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h 3: 86 percent / diisopropylamine; butyllithium; iodine / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

1: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h 2: 86 percent / diisopropylamine; butyllithium; iodine / tetrahydrofuran; hexane / 2 h / -75 °C View Scheme

n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-75°C; 2 h;

1: diisopropylamine; BuLi / hexane; tetrahydrofuran / 2 h / -75 °C 2: 91 percent / butyllithium / diethyl ether; hexane / 0.25 h / -100 °C View Scheme