1.1: NaBH4; LiCl / ethanol; tetrahydrofuran / 12 h / 20 °C 1.2: 71 percent / H2 / Pd/C / ethanol 2.1: 46 percent / N-bromosuccinimide / tetrahydrofuran; H2O / 0.67 h / 0 °C View Scheme

1: With sodium tetrahydroborate; lithium chloride in tetrahydrofuran; ethanol T=20°C; 12 h; 2: With hydrogen; palladium on activated charcoal in ethanol