反应详情

A suspension of 4,4-diphenylpiperidine (4.15 g, 17.5 mmol, 1.00 equiv), 4-bromobutyronitrile (2.10 mL, 21.0 mmol, 1.20 equiv, Aldrich), potassium carbonate (4.85 g, 35.0 mmol, 2.00 equiv), and potassium iodide (581 mg, 3.50 mmol, 0.20 equiv) in n-butanol (20 mL) and 1,4-dioxane (20 mL) was stirred at reflux under argon for 48 hours. The mixture was cooled to room temperature and concentrated. Water (50 mL) was added and the mixture was extracted with CH2Cl2 (4×150 mL) . The combined organic solutions were dried over MgSO4 and concentrated. The residue was purified by flash chromatography (SiO2, EtOAc) to afford 4.65 g (87%) of white solid, which was characterized spectroscopically.

1. temperatureat reflux under argon for 48 hours
2. concentrationconcentrated
3. additionWater (50 mL) was added
4. extractionthe mixture was extracted with CH2Cl2 (4×150 mL)
5. dry with materialThe combined organic solutions were dried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by flash chromatography (SiO2, EtOAc)