9-iodoanthracene

1564-64-3

22362-86-3

Under argon protection, 6 g (23.33 mmol) of 9-bromoanthracene was placed in a 250 mL two-necked round-bottomed flask and dissolved by adding 100 mL of anhydrous tetrahydrofuran. At -78 °C, 14.58 mL of 2.4 M (35 mmol) n-butyllithium solution was slowly added dropwise, and the dropwise process was completed in about 30 min. After the dropwise addition was completed, the reaction mixture was kept at -78 °C to -50 °C for 2 hours. Subsequently, 10.7 g (42 mmol) of iodine was added and slowly warmed to room temperature after 45 minutes. The reaction mixture was continued to be magnetically stirred at room temperature for about 12 hours. Upon completion of the reaction, the reaction was quenched with a small amount of sodium bisulfite solution and stirred for 30 minutes. The reaction solution was extracted with dichloromethane and the organic layer was separated. The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated until a small amount of solvent remained. Anhydrous methanol was added to precipitate the yellow solid 9-iodoanthracene. The final product was obtained as 4.1 g in 56.55% yield.