Dodecane → {4-[10-(9,9-dimethyl-9H-fluorene-2-yl)-9,9-dimethylacridan-2-yl]phenyl}-diphenylamine

Participants

Reaction Conditions

Reaction Steps

[4-(9,9-Dimethylacridan-2-yl)phenyl]-diphenylamine (2.02 g), 2-bromo-9,9-dimethyl-9H-fluorene (1.37 g), a copper powder (0.036 g), potassium carbonate (0.94 g), sodium bisulfite (0.078 g), and dodecane (4 ml) were added to a nitrogen-substituted reaction vessel and stirred at 200° C. for 35 hours. The mixture was allowed to cool to a room temperature, and toluene (30 ml) and methanol (30 ml) were added. Precipitated insoluble matter was removed by filtration and concentrated under reduced pressure to obtain a black crude product. The crude product was purified by column chromatography (carrier: silica gel; eluent: hexane/toluene), crystallized with diisopropyl ether/methanol, and then crystallized with ethyl acetate/diisopropyl ether/hexane to obtain a pale yellowish white powder of {4-[10-(9,9-dimethyl-9H-fluorene-2-yl)-9,9-dimethylacridan-2-yl]phenyl}-diphenylamine (0.96 g; yield 33%).

Provenance & Evidence