1: 96 percent / hydrogen / 10percent Pd/C / ethyl acetate / Ambient temperature 2: LiAlH4 / tetrahydrofuran / Ambient temperature 3: pyridine / Ambient temperature 4: LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature 5: p-TsOH*H2O / dioxane; H2O / 3 h / Heating View Scheme

1: LiAlH4 / tetrahydrofuran / 1 h / Ambient temperature 2: 277 mg / pyridine / 2 h / Ambient temperature 3: LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature 4: p-TsOH*H2O / dioxane; H2O / 3 h / Heating View Scheme