反应详情

4-Acetyl-4-phenylpiperidine (1.53 g, 7.50 mmol, 1.00 equiv, Aldrich), 3-bromopropylamine hydrobromide (1.64 g, 7.50 mmol, 1.00 equiv) and potassium carbonate (1.24 g, 9.00 mmol, 1.20 equiv) were stirred in refluxing 1,4-dioxane (50 mL) for 12 hours. After removal of dioxane, water (50 mL) was added and the pH was adjusted to 11-12 by addition of 1N aqueous NaOH. The mixture was extracted with CH2Cl2 (100 mL+3×50 mL). The combined organic solutions were dried over MgSO4 and concentrated. The residue was purified by flash chromatography (EtOAc-MeOH—Et3N 100:40:20) to give 780 mg (40%) of colorless oil, which was characterized spectroscopically.

1. customAfter removal of dioxane, water (50 mL)
2. additionwas added
3. additionthe pH was adjusted to 11-12 by addition of 1N aqueous NaOH
4. extractionThe mixture was extracted with CH2Cl2 (100 mL+3×50 mL)
5. dry with materialThe combined organic solutions were dried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by flash chromatography (EtOAc-MeOH—Et3N 100:40:20)