反应 #684967

反应方程式

Chloromethyl methyl ether

2-chloro-3-hydroxypyridine

Sodium hydride

water

→

title compound

收率 89.0%

2-Chloro-3-(methoxymethoxy)pyridine

收率 89.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他the resulting reaction mixture
2. 2
   workup.STIRRINGwas stirred at that temperature for 30 minutes
3. 3
   workup.WAITat room temperature for another 2 hours
4. 4
   萃取the reaction mixture was extracted with ethyl acetate
5. 5
   洗涤washed with saturated brine
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The residue was purified by silica gel column chromatography

实验过程

Sodium hydride (66%, 633 mg, 17.4 mmol) was added to an ice-cooled solution of 2-chloro-3-hydroxypyridine (2.05 g, 15.8 mmol) in tetrahydrofuran (30 ml) under nitrogen atmosphere, and this reaction mixture was stirred at that temperature for 15 minutes. Chloromethyl methyl ether (1.32 ml, 17.4 mmol) was added, and the resulting reaction mixture was stirred at that temperature for 30 minutes, then at room temperature for another 2 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with saturated brine, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (2.44 g).

来源