Reacción #92411

Ecuación de reacción

4-Methoxyphenylboronic acid

sodium carbonate

N-(3-bromo-5-nitrophenyl)acetamide

N2

→

N-(4′-methoxy-5-nitrobiphenyl-3-yl)acetamide

Rendimiento 73.0%

Disolventes

1,2-dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture was degassed for another 5 min
2. 2
   OtroThe crude residue of the product was purified by column chromatography (60-120 silica gel, 40% ethyl acetate in hexane)
3. 3
   Otroto give the product in 73% yield (0.8 g)

Procedimiento

A solution of N-(3-bromo-5-nitrophenyl)acetamide of Example 1(c) (1 g, 3.8 mmol) in 1,2-dimethoxyethane (20 ml) was degassed by N2 bubbling for 5 min. 4-Methoxyphenylboronic acid (0.69 g, 4.4 mmol, 1.1 eq.) was added and the mixture was degassed for another 5 min. Pd(dppf)Cl2 (0.31 g, 0.38 mmol, 0.1 eq.) and aqueous sodium carbonate (1 g, 9.5 mmol, 2.5 eq.) were added and the procedure of Example 1(d) was followed. The crude residue of the product was purified by column chromatography (60-120 silica gel, 40% ethyl acetate in hexane) to give the product in 73% yield (0.8 g).

Fuente