n-butyllithium 1.) ether, hexane, -78 deg C, 1 h; 2.) ether, hexane, -78 deg C, 0.25 h; Yield given. Multistep reaction;

1: 92 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 0.5 hr. then -78 deg C to 20 deg C, 0.5 hr. (one pot) 2: 74 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 0.5 hr. then -78 deg C to 20 deg C, 0.5 hr. (one pot) View Scheme

methanol; n-butyllithium; naphthalenyllithium 1.) THF, -78 deg C, 2.) THF, -78 deg C, 0.5 h, 3.) THF, -78 deg C; Yield given. Multistep reaction;

n-butyllithium; naphthalenyllithium 1.) THF, -78 deg C, 2.) THF, -78 deg C, 0.5 h, 3.) THF, -78 deg C; Yield given. Multistep reaction. Yields of byproduct given;