1: 50 percent / H2 / 10percent Pd/C / ethanol / 6 h / 50 °C / 3040 Torr 2: 89 percent / lithium aluminum hydride, 100percent sulfuric acid / tetrahydrofuran / 2 h / 0 - 5 °C View Scheme

1: 74 percent / triethylamine / tetrahydrofuran / 2 h / Ambient temperature 2: 60 percent / potassium carbonate / dimethylformamide / 1 h / 90 °C 3: 40 percent / 12N hydrochloric acid / tetrahydrofuran / 20 h / Ambient temperature 4: 80 percent / lithium aluminum hydride, 100percent sulfuric acid / tetrahydrofuran / 2 h / 0 - 5 °C View Scheme