Sodium Carbonate → Ethyl 2-(8,8-dimethyl-8H-indolo[3,2,1-de]acridin-3-yl)benzoate

Participants

Reaction Steps

39.8 g (110.0 mmol) of 3-bromo-8,8-dimethyl-8H-indolo[3,2,1-de]acridine (Br-1), 30 g (110.0 mmol) of [4-chloro-2-(ethoxycarbonyl)phenyl]boronic acid and 9.7 g (92 mmol) of sodium carbonate are suspended in 350 ml of toluene, 350 ml of dioxane and 500 ml of water. 913 mg (3.0 mmol) of tri-otolylphosphine and then 112 mg (0.5 mmol) of palladium(II) acetate are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, filtered through silica gel, washed three times with 200 ml of water and subsequently evaporated to dryness. The residue is recrystallised from toluene. The yield is 44 g (94 mmol), corresponding to 86% of theory.

Provenance & Evidence