6299-16-7

General procedure for the synthesis of 9-(4-biphenylyl)carbazole from 4-bromobiphenyl and carbazole: To a three-necked flask under nitrogen protection were added 12 g (50 mmol) of 4-bromobiphenyl, 8.4 g (50 mmol) of carbazole, 230 mg (1 mmol) of palladium acetate, 1.8 g (3.0 mmol) of 1,1-bis(diphenylphosphino)ferrocene and 13 g ( 180 mmol) sodium tert-butoxide. After displacing the atmosphere in the flask with nitrogen, 80 mL of dehydroxylene was added and degassed. The reaction mixture was stirred at 120°C for 7.5 hours under nitrogen atmosphere. Upon completion of the reaction, about 600 mL of preheated toluene was added to the suspension, which was sequentially filtered twice through florid silica, alumina and diatomaceous earth. The resulting filtrate was concentrated and recrystallized by adding hexane. The solid product was collected by filtration and dried to give 14 g (yield: 87%) of 9-(4-biphenyl)carbazole as a cream colored powder.

[1] Patent: JP2017/128519, 2017, A. Location in patent: Paragraph 0029
[2] Patent: WO2006/70912, 2006, A1. Location in patent: Page/Page column 70; 71
[3] Journal of Organic Chemistry, 1957, vol. 22, p. 226
[4] Patent: EP2085382, 2009, A1. Location in patent: Page/Page column 41
[5] Inorganica Chimica Acta, 2012, vol. 390, p. 119 - 122