1: 1. NaBH4; 2. hydrogen / PtO2 / 1. water, r.t., 30min.; 2. methanol, 40 psi, 60 degC, 35h 2: 70 percent / 10percent aq. sulfuric acid / 2 h / Ambient temperature View Scheme

sodium tetrahydroborate; hydrogen; platinum(IV) oxide 1. water, r.t., 30min.; 2. methanol, 40 psi, 60 degC, 35h; Yield given. Multistep reaction. Yields of byproduct given;