1: 80 percent / pyridine / 0 °C 2: 77 percent / LiAlH4 / methanol; tetrahydrofuran / 2 h / -5 - 0 °C 3: 1.) CF3COOH; 2.) triethylamine / 1.) r.t., 30 min; 2.) 45 min 5: 68 percent / HCl, NH4Cl / tetrahydrofuran / 3 h / 0 - 20 °C View Scheme

Multi-step reaction with 2 steps 1: 80 percent / pyridine / 0 °C2: 77 percent / LiAlH4 / methanol; tetrahydrofuran / 2 h / -5 - 0 °C  

Multi-step reaction with 3 steps 1: 80 percent / pyridine / 0 °C2: 77 percent / LiAlH4 / methanol; tetrahydrofuran / 2 h / -5 - 0 °C3: 1.) CF3COOH; 2.) triethylamine / 1.) r.t., 30 min; 2.) 45 min