반응 #41270

반응 방정식

EtOAc

methyl 4-bromocinnamate

toluene

4-cyanobenzeneboronic acid

→

methyl 3-(4-cyanobiphenylyl)acrylate

용매

MeOH

Na2CO3

water

반응 조건

후처리

1. 1
   세척washing with water
2. 2
   여과with brine, filtration and flash chromatography (Merck silicagel) with Hexane/EtOAc

실험 절차

820 mg (3.4 mmol) of methyl 4-bromocinnamate were dissolved in 7 ml of dry toluene, added with 116 mg (0.1 mmol) of Pd(PPh3)4, a solution of 374 mg (1.1 mmol) of 4-cyanobenzeneboronic acid in 2 ml of MeOH, 6.8 ml of 2M Na2CO3 in water, and refluxed 9 h. Addition of EtOAc, washing with water, then with brine, filtration and flash chromatography (Merck silicagel) with Hexane/EtOAc mixtures 9/1 gave 273 mg of methyl 3-(4-cyanobiphenylyl)acrylate, mp. 150-152° C.

출처