反应 #2348124

反应方程式

2-bromo-5-methoxynitrobenzene

4-methoxystyrene

N,N-diisopropylethylamine

→

nitro-stilbene

收率 79.2%

3-Nitro-4-[(E)-2-(4-hydroxyphenyl)-vinyl]phenol

收率 79.2%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   其他partitioned between ethyl acetate and water
3. 3
   其他The organic layer was separated
4. 4
   洗涤washed with water, brine
5. 5
   干燥dried over magnesium sulfate
6. 6
   浓缩Concentration under reduced pressure
7. 7
   其他gave the crude product which
8. 8
   其他was purified by column chromatography

实验过程

To a stirred solution of 2-bromo-5-methoxynitrobenzene (5 g, 21.6 mmol) in dry acetonitrile (60 mL) were added 4-methoxystyrene (3.04 g, 22.6 mmol), N,N-diisopropylethylamine (8.36 g, 64.6 mmol), biphenyl-2-yl-di-t-butyl phosphine (385 mg, 1.3 mmol) and palladium acetate (290 mg, 1.3 mmol). The resulting mixture was heated at 80° C. overnight under N2. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was separated, washed with water, brine, and dried over magnesium sulfate. Concentration under reduced pressure gave the crude product which was purified by column chromatography using ethyl acetate in hexane (5%-10%) to give the protected nitro-stilbene (4.4 g, 72%).

来源