تفاعل #92411

معادلة التفاعل

4-Methoxyphenylboronic acid

sodium carbonate

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

N2

→

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

المردود 73.0%

المذيبات

1,2-dimethoxyethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر