1: 75 percent / aq. HCl / dimethylformamide / 5 h / 25 °C 2: 1.) NaH / 1.) dioxane, 70 deg C, 1 h, 2.) dioxane, 80 deg C, 12 h View Scheme

sodium hydride in 1,4-dioxane 1.) 70 deg C, 1 h 2.) 80 deg C, 12 h;

1: 50 percent / LiAlH4 / diethyl ether / 1.) reflux 2 h 2.) 20 deg C, 24 h 2: 75 percent / conc. HCl / dimethylformamide / 5 h / 30 °C 3: 35 percent / 1. NaH / dioxane / 1.) 70 deg C, 1 h 2.) 80 deg C, 12 h View Scheme

1: 75 percent / aq. HCl / dimethylformamide / 5 h / 25 °C 2: 1.) NaH / 1.) dioxane, 70 deg C, 1 h, 2.) dioxane, 80 deg C, 12 h View Scheme