反应详情

Dissolve 3-chloro-2-cyanopyridine (10.0 g, 0.072 mol, Chem. Pharm. Bull. (1985) 33:565–571) in anhydrous THF (200 mL) under N2 atmosphere and cool in an ice bath. Add drop wise 3.0 M MeMgI in diethyl ether (48 ml, 0.14 mol) to the reaction mixture and stir in an ice bath for 2 hours. Pour the reaction mixture over ice cold water, acidify the mixture with 2.0 N aq. HCl to pH 2 to 3. Extract the reaction mixture with EtOAc (3×100 mL) and dry over anhydrous MgSO4. Filter, concentrate under vacuum and then filter through a pad of silica gel using 20% ethyl acetate/hexane as eluent. Removal of solvent under reduced pressure gives pure 2-acetyl-3-chloropyridine as oil.

1. temperaturecool in an ice bath
2. additionPour the reaction mixture over ice cold water
3. extractionExtract the reaction mixture with EtOAc (3×100 mL)
4. dry with materialdry over anhydrous MgSO4
5. filtrationFilter
6. concentrationconcentrate under vacuum
7. filtrationfilter through a pad of silica gel using 20% ethyl acetate/hexane as eluent
8. customRemoval of solvent under reduced pressure