反应详情

First, 5.3 g (20 mmol) of 2-chlorodibenzo[f,h]quinoxaline, 6.1 g (20 mmol) of 3-(dibenzothiophen-4-yl)phenylboronic acid, 460 mg (0.4 mmol) of tetrakis(triphenylphosphine)palladium(0), 300 mL of toluene, 20 mL of ethanol, and 20 mL of a 2M aqueous solution of potassium carbonate were put in a 2-L three-neck flask. The mixture was degassed by being stirred under reduced pressure, and the air in the three-neck flask was replaced with nitrogen. This mixture was stirred under a nitrogen stream at 100° C. for 7.5 hours. After cooled to room temperature, the obtained mixture was filtered to give a white residue. The obtained residue was washed with water and ethanol in this order, and then dried. The obtained solid was dissolved in about 600 mL of hot toluene, followed by suction filtration through Celite and Florisil, whereby a clear colorless filtrate was obtained. The obtained filtrate was concentrated and purified by silica gel column chromatography using about 700 mL of silica gel. The chromatography was carried out using hot toluene as a developing solvent. Acetone and ethanol were added to the solid obtained here, followed by irradiation with ultrasonic waves. Then, the generated suspended solid was collected by filtration and the obtained solid was dried, so that 7.85 g of white powder was obtained in 80% yield.

1. customThe mixture was degassed
2. stirringThis mixture was stirred under a nitrogen stream at 100° C. for 7.5 hours
3. filtrationthe obtained mixture was filtered
4. customto give a white residue
5. washThe obtained residue was washed with water and ethanol in this order
6. customdried
7. dissolutionThe obtained solid was dissolved in about 600 mL of hot toluene
8. filtrationfollowed by suction filtration through Celite and Florisil, whereby a clear colorless filtrate
9. customwas obtained
10. concentrationThe obtained filtrate was concentrated
11. custompurified by silica gel column chromatography
12. additionAcetone and ethanol were added to the solid
13. customobtained here
14. customfollowed by irradiation with ultrasonic waves
15. filtrationwas collected by filtration
16. dry with materialthe obtained solid was dried, so that 7.85 g of white powder
17. customwas obtained in 80% yield