Reacción #365747

Ecuación de reacción

ethyl 4-bromobenzoate

4-pyridyl borate

sodium hydrogen carbonate

1,2-dimethoxyethane

→

title compound

Rendimiento 56.3%

Ethyl 4-(4-pyridyl)benzoate

Rendimiento 56.3%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawith reflux under nitrogen atmosphere
2. 2
   Extracciónthe solution was extracted with ethyl acetate
3. 3
   LavadoThe extract was washed with water
4. 4
   Secadodried (MgSO4)
5. 5
   Concentraciónconcentrated
6. 6
   Lavadoeluted with hexane-ethyl acetate (2:1)

Procedimiento

To a mixture of ethyl 4-bromobenzoate (2.29 g), 4-pyridyl borate (1.23 g), 1 M sodium hydrogen carbonate solution (30 ml) and 1,2-dimethoxyethane (40 ml) was added tetrakis(triphenylphosphine)palladium (0.3 g) and the mixture was stirred for 3 hours with reflux under nitrogen atmosphere. To the mixture was added water and the solution was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography, and eluted with hexane-ethyl acetate (2:1) to give the title compound as crystals (1.15 g, 50.7%).

Fuente