Toluene → 6-[4-(10-Phenyl-9-anthryl)phenyl]-benzo[b]naphtho[1,2-d]furan

Participants

Reaction Steps

Into a 100 mL three-neck flask were placed 1.8 g (4.5 mmol) of 9-(4-bromophenyl)-10-phenylanthracene and 1.2 g (4.5 mmol) of benzo[b]naphtho[1,2-d]furan-6-boronic acid synthesized in Step 1 of Example 1, and the air in the flask was replaced with nitrogen. To this mixture were added 15 mL of toluene, 7.0 mL of ethanol, and 5.0 mL of an aqueous solution of sodium carbonate (2.0 mol/L). While the pressure was reduced, this mixture was stirred to be degassed. To this mixture was added 0.26 g (0.22 mmol) of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at 80° C. for 6 hours under a nitrogen stream, so that a solid was precipitated. This flask was cooled to room temperature, and this mixture was suction-filtered. The obtained solid was dissolved in about 500 mL of hot toluene, and this solution was suction-filtered through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), alumina, silica gel, and Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135). A solid obtained by concentration of the obtained filtrate was recrystallized from toluene, so that 0.77 g of a white powder of the object of the synthesis was obtained in 31% yield.

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