反应 #1094098

反应方程式

2-Fluoro-6-iodobenzonitrile

diisobutyl aluminium hydride toluene

sulfuric acid

→

title compound

收率 83.0%

2-Fluoro-6-iodobenzaldehyde

收率 83.0%

溶剂

toluene

反应条件

后处理

1. 1
   workup.STIRRINGSubsequently, it was stirred at room temperature for further 45 min
2. 2
   workup.STIRRINGwas stirred for 1 hr
3. 3
   萃取Sequentially, the resulting solution was extracted with ethyl acetate
4. 4
   洗涤the resulting organic layer was washed with water
5. 5
   干燥dried (over MgSO4)
6. 6
   其他evaporated
7. 7
   其他The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

实验过程

2-Fluoro-6-iodobenzonitrile (10.274 g) was dissolved in toluene (100 ml), followed by the dropwise addition of 1.5M diisobutyl aluminium hydride/toluene solution (31 ml) in nitrogen atmosphere at −70° C., and the mixture was stirred for 25 min. Subsequently, it was stirred at room temperature for further 45 min. To the mixture was added 5% sulfuric acid, and it was stirred for 1 hr. Sequentially, the resulting solution was extracted with ethyl acetate, and the resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a yellow oil (8.683 g, yield; 83%).

来源