反应 #59629

反应方程式

5-chloro-1H-indole-2,3-dione

THF

THF

THF

magnesium

HCl

1-bromo-2-methoxy-6-methylbenzene

→

2-methoxy-6-methylphenyl-magnesium bromide

expected product

5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-one

反应条件

后处理

1. 1
   温度the resulting mixture is then refluxed for 1 hour
2. 2
   萃取extracted with EtOAc
3. 3
   洗涤the organic phase is washed with water
4. 4
   干燥dried over Na2SO4
5. 5
   其他the solvent is evaporated off under vacuum

实验过程

A solution of 2-methoxy-6-methylphenyl-magnesium bromide is prepared starting with 2.2 g of magnesium in 10 ml of THF and a solution of 16 g of 1-bromo-2-methoxy-6-methylbenzene in 40 ml of THF. This solution is added dropwise at RT to a mixture of 6 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF and the resulting mixture is then refluxed for 1 hour. After cooling to RT, the reaction mixture is poured into 200 ml of 3N HCl solution and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 5.7 g of the expected product are obtained after crystallization from iso ether.

来源