反应详情

To 3-{[trans-4-(dibenzylamino)cyclohexyl]oxy}propan-1-ol (110 mg) were added tosyl chloride (60 mg) and pyridine (51 μL) under ice-cooling, followed by stirring at room temperature for 1 hour. To the reaction mixture were added N,N-dimethylformamide (1.1 mL), potassium carbonate (43 mg), and pyrrolidine (26 μL), followed by stirring at room temperature overnight. The reaction mixture were added ethyl acetate and water, and the organic layer was extracted, washed with saturated brine, and then dried over anhydrous magnesium sulfate. Then, the solvent was evaporated under reduced pressure. The residue was purified by amino silica gel column chromatography (hexane:ethyl acetate-90:10-70:30) to obtain trans-N,N-dibenzyl-4-[3-(pyrrolidin-1-yl)propoxy]cyclohexanamine (70 mg).

1. temperaturecooling
2. stirringby stirring at room temperature overnight
3. extractionthe organic layer was extracted
4. washwashed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customThen, the solvent was evaporated under reduced pressure
7. customThe residue was purified by amino silica gel column chromatography (hexane:ethyl acetate-90:10-70:30)