1: With pyridine; thionyl chloride in toluene T=70°C; 3 h; 2: With hydrogen; palladium 10 on activated carbon in methanol; ethyl acetate T=45°C; 6 h;

sodium tetrahydroborate in tetrahydrofuran T=20°C; 12 h;

1: 91 percent / SOCl2; pyridine / toluene / 3 h / 0 - 70 °C 2: 95 percent / NaBH4 / tetrahydrofuran / 12 h / 20 °C View Scheme