1: With thionyl chloride in ethylene glycol dimethyl ether T=0 - 25°C; 3 h; 2: With sodium hydroxide in ethylene glycol dimethyl ether; water T=0 - 25°C; 4 h;

sodium hydroxide in tetrahydrofuran; water

1: triethylamine; MgSO4 / CH2Cl2 / 12 h 2: Li; di-tert-butylbiphenyl / tetrahydrofuran / 2 h / -78 °C View Scheme

methanol; nickel Hydrogenation;

1.1: diisobutylaluminium hydride / diethyl ether / 1 h / 0 °C / |Inert atmosphere 1.2: 25 h / -78 °C / |Inert atmosphere 2.1: thionyl chloride / ethylene glycol dimethyl ether / 3 h / 0 - 25 °C 2.2: 4 h / 0 - 25 °C View Scheme