1: 3-benzyloxyhept-1-en-6-yne With n-butyllithium in tetrahydrofuran T=0°C; 0.5 h; 2: methyl iodide in tetrahydrofuran 1 h;

1.1: NaH / dimethylformamide / 0.17 h / 0 °C 1.2: 64 percent / dimethylformamide / 1 h 2.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C 2.2: 85 percent / tetrahydrofuran / 1 h View Scheme

1.1: NaH / dimethylformamide / 0.17 h / 0 °C 1.2: 64 percent / dimethylformamide / 1 h 2.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C 2.2: 85 percent / tetrahydrofuran / 1 h View Scheme