1: 1.) 1.6 M butyllithium / 1.) hexane, THF, -78 deg C, 10 min; 2.) 30 min 2: 1.) 1.6 M n-butyllithium / 1.) hexane, THF, r.t., 2 h; 2.) 60 deg C, 2 h 3: hexane; tetrahydrofuran; dimethylformamide / 3 h / Ambient temperature View Scheme

n-butyllithium 1.) hexane, THF, -78 deg C, 10 min; 2.) 30 min; Yield given. Multistep reaction;

1: With naphthalene; lithium in tetrahydrofuran T=-78°C; Addition; 2: With water in tetrahydrofuran T=-78 - 25°C; Hydrolysis;