反应详情

A mixture of 6.66 g (19.13 mmol) of the above-obtained 2-(3-fluoro-4-iodophenyl)naphthalene, 4.00 g (22.94 mmol) of 4-chloro-3-fluorophenylboric acid, 3.97 g (=28.72 mmol) of potassium carbonate, 1.54 g (=4.78 mmol) of tetrabutylammonium bromide, 0.40 g (=0.57 mmol) of dichlorobis(triphenylphosphine)palladium(II), 0.31 g (=1.16 mmol) of triphenylphosphine and a 60 ml mixed solvent of toluene/water/ethanol in a ratio of 1:1:1 was stirred for 44 hours with reflux. The reaction mixture obtained was extracted twice with toluene. The extract was washed thrice with water and then dried with anhydrous MgSO4. After the solvent was evaporated under a reduced pressure, the obtained yellowish solid of 9.66 g was purified with silica gel chromatography using heptane/toluene in a ratio of 5:1 as the eluent to obtain a white solid of 7.11 g, which was recrystallized with a mixed solvent of heptane/toluene in a ratio of 8:1 to obtain a product in an amount of 4.79 g, which was characterized as the target compound based on results of various instrumental analyses. The phase transitions of the product are notated as “C 121.9 N 128.7 I”.

1. temperaturewith reflux
2. customThe reaction mixture obtained
3. extractionwas extracted twice with toluene
4. washThe extract was washed thrice with water
5. dry with materialdried with anhydrous MgSO4
6. customAfter the solvent was evaporated under a reduced pressure
7. customthe obtained yellowish solid of 9.66 g was purified with silica gel chromatography
8. customto obtain a white solid of 7.11 g, which
9. customwas recrystallized with a mixed solvent of heptane/toluene in a ratio of 8:1
10. customto obtain a product in an amount of 4.79 g, which
11. customon results of various instrumental analyses