反应详情

To a solution of 2,4,5-trimethylphenol (2.0 mg) and 7-(4-fluorophenyl)-7-hydroxyheptanoic acid (3.5 g) in toluene (60 ml) was added boron trifluoride ethyl ether (0.56 ml) at 70° C. and the reaction was carried out at the same temperature for 6 hours. After cooling in air, the reaction mixture was extracted by addition of water and ethyl acetate. The organic layer was washed in turn with water and saturated saline and dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate/hexane (1 : 5) and the objective compound was recrystallized from ethyl acetate/hexane to obtain 7-(4-fluorophenyl)-7-(2-hydroxy-3,5,6-trimethylphenyl)heptanoic acid (4.5 g) (Compound 1). The physical properties and spectrum data thereof are shown in Tables 3 and 4.

1. temperatureAfter cooling in air
2. extractionthe reaction mixture was extracted by addition of water and ethyl acetate
3. washThe organic layer was washed in turn with water and saturated saline
4. dry with materialdried with anhydrous magnesium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. washeluted with ethyl acetate/hexane (1 : 5)
7. customthe objective compound was recrystallized from ethyl acetate/hexane