反应详情

To a solution of ethyl 4-(4-azidopiperidin-1-yl)benzoate (7.62 g, 27.8 mmol) in dioxane (190 mL) was added acetic acid (27 mL) and water (54 mL). Then, 10% Pd/C (0.750 g) was added and the mixture was hydrogenated under 1 atmosphere of hydrogen for 5 hours. The mixture was filtered through Celite, concentrated, and 0.5 M HCl (500 mL) was added. The solution was washed with ethyl acetate (2×300 mL) and the aqueous phase basified with ammonium hydroxide, to pH 12. The aqueous phase was saturated with sodium chloride, extracted with CH2Cl2 (2×300 mL), dried over anhydrous MgSO4, filtered, and concentrated, to afford ethyl 4-(4-aminopiperidin-1-yl)benzoate.

1. filtrationThe mixture was filtered through Celite
2. concentrationconcentrated
3. addition0.5 M HCl (500 mL) was added
4. washThe solution was washed with ethyl acetate (2×300 mL)
5. extractionextracted with CH2Cl2 (2×300 mL)
6. dry with materialdried over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated