Carbazole → 9-[4-(3,5-diphenyl-1H-pyrazol-1-yl)phenyl]-9H-carbazole

Beteiligte Stoffe

Reaktionsschritte

In a 100 mL three-necked flask were placed 1.5 g (4.0 mmol) of 1(4-bromophenyl)-3,5-diphenyl-1H-pyrazol, 0.70 g (4.2 mmol) of 9H-carbazole, and 0.80 g (8.2 mmol) of sodium tert-butoxide, and the atmosphere in the flask was replaced with nitrogen. To this mixture was added 40 mL of xylene. The mixture was degassed by being stirred under reduced pressure, and then to this mixture were added 0.10 mL of a 10% hexane solution of tri(tert-butyl)phosphine and 50 mg (0.086 mmol) of bis(dibenzylideneacetone)palladium(0). The resulting mixture was stirred under a nitrogen stream at 140° C. for 6 hours. After a certain time, water was added to the mixture, and an aqueous layer was extracted with toluene. The obtained extracted solution and the organic layer were combined, washed with water, a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline, and dried with magnesium sulfate. The filtrate obtained by gravity filtering the obtained mixture was concentrated to give an oily substance. The obtained oily substance was purified by silica gel column chromatography (a developing solvent was a mixed solvent of toluene:hexane=1:1) to give an oily substance. To the oily substance was added hexane, and suction filtration was performed on a precipitated solid, so that 1.3 g of a white powder, which was the object of the synthesis, was obtained at a yield of 68%.

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