hydrogenchloride; sodium cyanoborohydride in methanol

1.1: LDA / tetrahydrofuran / -78 °C 1.2: 57 percent / tetrahydrofuran 2.1: 76 percent / H2 / Raney Ni / methanol 3.1: 62 percent / NaCNBH3; HCl / methanol View Scheme

1: 76 percent / H2 / Raney Ni / methanol 2: 62 percent / NaCNBH3; HCl / methanol View Scheme