Reacción #41269

Ecuación de reacción

EtOAc

methyl 4-bromocinnamate

4-methoxybenzeneboronic acid

→

methyl 3-(4-methoxybiphenylyl)acrylate

Disolventes

toluene

EtOH

Na2CO3

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashing with water
2. 2
   Filtraciónwith brine, filtration and flash chromatography (Merck silicagel) with Hexane/EtOAc mixtures from 95/5 to 8/2

Procedimiento

200 mg (0.83 mmol) of methyl 4-bromocinnamate were dissolved in dry toluene, added with 29 mg (0.025 mmol) of Pd(PPh3)4, a solution of 152 mg (0.91 mmol) of 4-methoxybenzeneboronic acid in 0.5 ml of EtOH, 1.66 ml of 2M Na2CO3 in water, and refluxed 2 h. Addition of EtOAc, washing with water, then with brine, filtration and flash chromatography (Merck silicagel) with Hexane/EtOAc mixtures from 95/5 to 8/2 gave 112 mg of methyl 3-(4-methoxybiphenylyl)acrylate, mp. 175-177° C.

Fuente