In this example, a method for synthesizing one of the compounds that are one embodiment of the present invention and represented by General Formula (G0), 4,8-bis(9′-phenyl-2,3′-bi-9H-carbazol-9-yl)benzofuro[3,2-d]pyrimidine (abbreviation: 4,8PCCz2Bfpm-02) (Structural Formula (102)), and characteristics of thereof are described.
Into a 200-mL three-neck flask with a reflux pipe, 1.0 g of 4,8-dichloro[1]benzofuro[3,2-d]pyrimidine, 3.8 g of 9′-phenyl-2,3′-bi-9H-carbazole, 1.8 g of sodium tert-butoxide, and 130 ml of mesitylene were put, and the air in the flask was replaced with nitrogen. Then, 120 mg of cBRIDP (abbreviation) and 31 mg of allylpalladium(II)chloride dimer were added, and the mixture was stirred at 140° C. for 7 hours. The solvent was distilled off from the obtained reaction mixture, the concentrated obtained reaction mixture was dissolved in toluene, and the solution was filtered through celite, alumina, and then celite. The obtained filtrate was concentrated, whereby 1.8 g of a target yellow solid of 4,8PCCz2Bfpm-02 was obtained with a yield of 41%. The synthesis scheme of this step is shown in (B-1) below.
Then, 1.8 g of the yellow solid was purified by a train sublimation method. In the purification by sublimation, the yellow solid was heated at 390° C. under a pressure of 8.2×10?3 Pa. After the purification by sublimation, 0.67 g of a target brown solid was obtained at a collection rate of 37%.