反应详情

To a solution of 4-((2′R,6′S)-3,3″-dimethyl-3′,4′,5′,6′-tetrahydro-2′H-[2,2′;6′,2″]terpyridin-1′-ylmethyl)-2-isopropylideneaminooxy-benzonitrile (0.145 g, 0.320 mmol) in EtOH (4 mL) was added aqueous HCl (3 N, 4 mL), and the mixture was stirred and heated at reflux overnight. The mixture was then cooled to room temperature, EtOH was removed, and saturated aqueous NaHCO3 (20 mL) was added. The aqueous mixture was extracted with CH2Cl2 (4×40 mL), and the combined extract was dried over Na2SO4. After filtration the solvent was removed by evaporation under vacuum, and the residue was purified on silica gel column (100:5:2 CH2Cl2/CH3OH/NH4OH), affording 6-((2′S,6′R)-3,3″-dimethyl-3′,4′,5′,6′-tetrahydro-2′H-2,2′;6′,2″-terpyridin-1′-ylmethyl)-1,2-benzisoxazol-3-ylamine as a white solid (0.082 g, 62%).

1. temperatureheated
2. temperatureat reflux overnight
3. customEtOH was removed
4. additionsaturated aqueous NaHCO3 (20 mL) was added
5. extractionThe aqueous mixture was extracted with CH2Cl2 (4×40 mL)
6. extractionthe combined extract
7. dry with materialwas dried over Na2SO4
8. filtrationAfter filtration the solvent
9. customwas removed by evaporation under vacuum
10. customthe residue was purified on silica gel column (100:5:2 CH2Cl2/CH3OH/NH4OH)