1: With 2,6-dimethylpyridine; triphenylphosphine in dichloromethane T=0°C; Corey-Fuchs homologation; 1.5 h; Inert atmosphere; 2: With n-butyllithium in tetrahydrofuran T=-40°C; Corey-Fuchs homologation; 0.666667 h; Inert atmosphere; 3: With water; ammonium chloride in tetrahydrofuran Inert atmosphere;

1: PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: 87 percent / BuLi / tetrahydrofuran / 30 h / -78 °C View Scheme