1,4-Bis(2-cyanostyryl)benzene synthesis

Yield: 91%

Reaction Conditions:

with sodium methylate in methanol;N,N-dimethyl-formamide at 35; for 3 h;Green chemistry;Solvent;Reagent/catalyst;

Steps:

3
Under atmospheric pressure, 498.6 g of triethyl phosphite and 1000 ml of p-xylene were charged into a closed reactor equipped with a reflux condenser, heated to 140 ° C, and 151.6 g of an o-cyanobenzyl chloride solution (The molar ratio of triethyl phosphite and o-cyanobenzyl chloride is 3: 1), the feeding time is 2h, after the reaction is kept for 10h after completion of the reaction, the excess triethyl phosphite and the reaction solvent are recovered by distillation and reused; The resulting reaction mixture was cooled to 25-30 ° C, dissolved in 500 ml of N, N-dimethylformamide (DMF), dissolved in equimolar amounts for 3 hours under stirring, and 67 g of terephthalic aldehyde and 180 g of 30% Sodium methoxide methanol solution, the temperature dropped to 35 ° C after the end of the incubation reaction 3h, then cooled to 30 ° C, adjust the PH value to 7, cooled to 10 ~ 15 ° C, centrifuged, the resulting crude product was refined methanol , Finely centrifuged, and the crude product was centrifuged and dried to obtain 1,4-bis (o-cyanostyryl) benzene. The yield was 92% and the purity was 98%. The mother liquor was distilled to remove DMF and methanol [DMF back to the condensation process, methanol to refined crude], to give two phosphate Ethyl ester, yield 91%, purity 96%.

References:

CN107673998, 2018, A Location in patent:Paragraph 3; 6; 7; 8