methanol; n-butyllithium; water in tetrahydrofuran; hexane T=0°C; 0.166667 h;

1: CH3COONa / 1) ethanol, reflux; 2) 1h, reflux 2: 23 percent / SeO2 / dioxane / 12 h / 25 - 35 °C 3: 65 percent / n-butyllithium, methanol, water / tetrahydrofuran; hexane / 0.17 h / 0 °C View Scheme

1: 23 percent / SeO2 / dioxane / 12 h / 25 - 35 °C 2: 65 percent / n-butyllithium, methanol, water / tetrahydrofuran; hexane / 0.17 h / 0 °C View Scheme