Nitrogen → Dimethyl 2-(8,8-dimethyl-8H-indolo[3,2,1-de]acridin-2-yl)-5-(8,8-dimethyl-8H-indolo[3,2,1-de]acridin-3-yl)terephthalate

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Reaction Steps

268 g (820 mol) of 8,8-dimethyl-8H-indolo[3,2,1-de]acridine-6-boronic acid, 180.4 g (474 mmol) of diethyl dibromoterephthalate and 315.9 g (2.29 mol) of potassium carbonate are initially introduced in a mixture of 850 ml of toluene and 850 ml of water and saturated with N2 for 30 min. After addition of 1.36 g (1.18 mmol) of Pd(PPh3)4, the mixture is heated at the boil for 4 h. After cooling to RT and addition of 400 ml of EtOH, the mixture is cooled to room temperature and stirred for 1 h, and the precipitate is filtered off with suction, washed with water, EtOH and heptane and dried at 80° C. in vacuo. The yield is 295 g (390 mmol), corresponding to 71% of theory.

Provenance & Evidence