Benzonitrile, 4,4'-(1,2-diphenyl-1,2-ethenediyl)bis-, (Z)- (9CI) synthesis

Yield:78024-99-4 63%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾;tetrabutylammomium bromide;potassium carbonate in water;toluene at 100; for 22 h;Inert atmosphere;

Steps:

4.b

Step b, The purified distyrylboronic acid pinacol ester obtained by 1.05 g (3 mmol) step a,1.09 g (6 mmol) of p-bromobenzonitrile and 0.11 g (0.1 mmol) tetratriphenylphosphine palladium is dissolved in 145 ml of toluene, 0.4 g (3 mmol) potassium carbonate and 0.97 g (3 mmol) tetrabutylammonium bromide were dissolved in 55 ml of water,The above two mixed solutions are added to a dry reaction vessel with nitrogen. The temperature rose to 100 ° C and reacted at 100 ° C for 22 hours (the reflow device was utilized during the reaction to ensure the volume ratio of toluene and water),Cooled to room temperature, and the synthetic crude product was extracted with dichloromethane.Take petroleum ether: dichloromethane = 1: 1 for column chromatography (fixed phase silica gel),The eluate is evaporated to remove the solvent by evaporation, give 0.7 g of white solid,The yield was 63%, the purity was 99%.

References:

CN113307727,2021,A Location in patent:Paragraph 0061; 0064-0071