2-Bromoanthraquinone → 2-Bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol

Participants

Reaction Steps

Into a 300 mL three-neck flask was put 4.9 g (17 mmol) of 2-bromo-9,10-anthraquinone, the atmosphere in the flask was substituted with nitrogen, and 100 mL of tetrahydrofuran (THF) was added thereto and dissolved well. Then, 18 mL (37 mmol) of phenyllithium was dropped into this solution, followed by stirring at room temperature for about 12 hours. After the reaction, the solution was washed with water, and an aqueous layer was extracted with ethyl acetate. The extract was combined with an organic layer to be dried with magnesium sulfate. After the drying, the mixture was suction filtered, and the filtrate was concentrated to give 2-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol, which was the object of the synthesis (about 7.6 g).

Provenance & Evidence