反应详情

In a nitrogen atmosphere, 8.15 g (18.7 mmol) of 2,7-dibromo-3,6-di-tert-butyl-fluorene and 1.08 g (0.93 mmol) of Pd(PPh3) were added to a 300 mL three-neck flask, and then 120 mL of dehydrated 1,2-dimethoxyethane was added and the mixture was stirred at room temperature for 20 min. To the solution obtained, 20 mL of ethanol solution containing 5.01 g (41.1 mmol) of phenyl boric acid was added and the mixture was stirred at room temperature for 20 min, and then 37.4 mL (74.8 mmol) of a 2.0 mol/L sodium carbonate aqueous solution was added. Thereafter, the mixture was refluxed while heating for 18 hr and cooled spontaneously, and then quenched with dilute hydrochloric acid in an ice bath. The soluble part was extracted by adding ether, and the organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution twice, with water twice and with saturated brine twice, and then dried with magnesium sulfate. Thereafter, the solvent was distilled off and the resulting solid was separated with a column chromatography to prepare an aimed product (in an amount of 4.36 g in a yield of 54%). The identification of the aimed product was carried out by 1H-NMR and FD-MS spectrum.

1. customTo the solution obtained
2. additionwas added
3. stirringthe mixture was stirred at room temperature for 20 min
4. temperatureThereafter, the mixture was refluxed
5. temperaturewhile heating for 18 hr
6. temperaturecooled spontaneously
7. customquenched with dilute hydrochloric acid in an ice bath
8. extractionThe soluble part was extracted
9. additionby adding ether
10. washthe organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution twice
11. dry with materialwith water twice and with saturated brine twice, and then dried with magnesium sulfate
12. distillationThereafter, the solvent was distilled off
13. customthe resulting solid was separated with a column chromatography
14. customto prepare an aimed product (in an amount of 4.36 g in a yield of 54%)