반응 #2069960

반응 방정식

Chloromethyl methyl ether

2-chloro-3-hydroxypyridine

Sodium hydride

water

→

title compound

수율 89.0%

2-Chloro-3-(methoxymethoxy)pyridine

수율 89.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타the 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
   추출the reaction mixture was extracted with ethyl acetate
5. 5
   세척washed with saturated brine
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography

실험 절차

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).

출처