1: 87 percent / NaH / dimethylformamide; petroleum ether / 3 h / 50 °C 2: 81.5 percent / 1N HCl / dioxane / 1 h / Heating 3: 78 percent / pyridine / CH2Cl2 / 50 °C 4: 81.5 percent / dimethylsulfoxide / 0.5 h / 140 °C View Scheme

1: 66 percent / LiAlH4 / tetrahydrofuran / Ambient temperature 2: 78 percent / pyridine / CH2Cl2 / 50 °C 3: 81.5 percent / dimethylsulfoxide / 0.5 h / 140 °C View Scheme

1: phosphorus oxychloride, Et3N, pyridine / CHCl3 / Ambient temperature 2: 66 percent / LiAlH4 / tetrahydrofuran / Ambient temperature 3: 78 percent / pyridine / CH2Cl2 / 50 °C 4: 81.5 percent / dimethylsulfoxide / 0.5 h / 140 °C View Scheme

potassium acetate Heating;

pyridine Ambient temperature;

Acetylierung;

Multistep reaction;

1: 68.5 percent / KOH / methanol; H2O / 0.5 h / Heating 2: 68.7 percent / pyridine / 72 h / Ambient temperature 3: 98.6 percent / NaH / dimethylformamide / 2 h / 80 °C 4: 88 percent / 1N HCl / dioxane / 1.5 h / 90 °C 5: 79 percent / phosphorus oxychloride, Et3N, pyridine / CHCl3 / Ambient temperature 6: 100 percent / H2 / PdO / methanol; H2O / 1 h / Ambient temperature View Scheme