反応 #684967

反応方程式

Chloromethyl methyl ether

2-chloro-3-hydroxypyridine

Sodium hydride

water

→

title compound

収率 89.0%

2-Chloro-3-(methoxymethoxy)pyridine

収率 89.0%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他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
   抽出the reaction mixture was extracted with ethyl acetate
5. 5
   洗浄washed with saturated brine
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue was purified by silica gel column chromatography

実験手順

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).

出典