1: With hydrogenchloride in tetrahydrofuran; hexane; water 2: With acetic acid in water T=20°C; 3 h;

1.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C 1.2: tetrahydrofuran; hexane / 13 h / -78 - 20 °C 2.1: hydrochloric acid / tetrahydrofuran; hexane; H2O 2.2: 2.18 g / acetic acid / H2O / 3 h / 20 °C View Scheme

1: 70 percent / diethyl ether / 5 h / Ambient temperature 2: 1.) n-BuLi / 1.) Et2O, hexane, RT, 4.5 h, 2.) Et2O, RT, 17 h View Scheme

n-butyllithium 1.) Et2O, hexane, RT, 4.5 h, 2.) Et2O, RT, 17 h; Yield given. Multistep reaction;