反应详情

1-(4-Fluoro-2-hydroxy-phenyl)-ethanone (5.0 g, 32.44 mmol), acetone (11.92 mL, 162.2 mmol) and pyrrolidine (2.7 mL, 32.44 mmol) were dissolved in 20 mL benzene, and the reaction mixture was refluxed for four hours. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and 1 N HCl. The organic layer was dried over MgSO4, and solvent was evaporated under reduced pressure. The resulting residue was chromatographed (15% ethyl acetate in hexanes eluting through silica) and solvent was removed to yield 3.33 g (17.16 mg, 53%) of 7-fluoro-2,2-dimethyl-chroman-4-one as an oil. MS: 195 (M+H)+.

1. temperaturethe reaction mixture was refluxed for four hours
2. custompartitioned between ethyl acetate and 1 N HCl
3. dry with materialThe organic layer was dried over MgSO4, and solvent
4. customwas evaporated under reduced pressure
5. customThe resulting residue was chromatographed (15% ethyl acetate in hexanes eluting through silica) and solvent
6. customwas removed