反应 #59622

反应方程式

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

THF

magnesium

1-bromo-3-methoxy-benzene

THF

THF

NH4Cl

→

3-methoxyphenylmagnesium bromide

expected product

5-Chloro-3-hydroxy-3-(3-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

反应条件

后处理

1. 1
   其他the temperature of the reaction medium below 40° C.
2. 2
   温度by refluxing for 1 hour
3. 3
   萃取extracted with EtOAc
4. 4
   洗涤the organic phase is washed with water
5. 5
   干燥dried over Na2SO4
6. 6
   其他the solvent is evaporated off under vacuum

实验过程

A solution of 3-methoxyphenylmagnesium bromide is prepared from 3.5 g of magnesium in 10 ml of THF and from a solution of 25 g of 1-bromo-3-methoxy-benzene in 40 ml of THF. This solution is added dropwise, under a nitrogen atmosphere, to a mixture of 8 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF, while keeping the temperature of the reaction medium below 40° C., followed by refluxing for 1 hour. The reaction mixture is cooled to RT, poured into saturated NH4Cl solution and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 9.1 g of the expected product are obtained after crystallization from hot iso ether; m.p.=212° C.

来源