Potassium Carbonate → 4-Cyano-4-phenylpiperidine propylamine

Beteiligte Stoffe

Reaktionsschritte

4-cyano-4-phenylpiperidine hydrochloride (5.01 g, 22.5 mmol, 1.00 equiv, Aldrich) was added to water (100 mL), and the solution was basified to pH 10-11 by addition of 6N aqueous NaOH. The aqueous phase was extracted with CH2Cl2 (3×100 mL). The combined organic solutions were dried over MgSO4 and concentrated. To the residue were added 3-bromopropylamine hydrobromide (4.92 g, 22.5 mmol, 1.00 equiv, Aldrich), anhydrous K2CO3 (3.42 g, 24.8 mmol, 1.10 equiv), and 1,4-dioxane (100 mL). The mixture was stirred at reflux for 24 hours under a CaSO4 drying tube. The solvent was removed, and the product was purified by flash chromatography (SiO2, CHCl3—MeOH-methanolic ammonia (2M) 100:8:4 to 100:20:8) to give 3.23 g (59%) of colorless oil, which was characterized spectroscopically.

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