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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 4295Erstellt: 23. Oktober 2026

Water → 8-(2-Chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine

https://huagongshe.com/de/reaction/4295

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2-Chlorobenzyl chlorideHCID 11906—
EduktSodium hydrideHCID 24758—
Edukt2-Methylimidazo[1,2-a]pyridin-8-olHCID 820953—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt8-(2-Chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridineHCID 1382593266,8%

Reaktionsschritte

A 60% dispersion of sodium hydride in mineral oil (1.87 g) was added portionwise to a suspension of 8-hydroxy-2-methylimidazo[1,2-a]pyridine (6.3 g) in dimethyl sulfoxide (63 ml) at room temperature over a period of 15 minutes. After being stirred for 30 minutes, 2-chlorobenzyl chloride (7.54 g) was added in one portion to the mixture and then the resultant mixture was stirred for 24 hours at room temperature. The mixture was poured into water and the resulting precipitate was collected by filtration. The crude product was purified by column chromatography on silica gel (30 g) with methylene chloride as an eluent to afford a solid, which was recrystallized from a mixture of diethyl ether and n-hexane to give 8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine (7.75 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04725601
Quelldatensatzuspto-grants-1988_02
ORD IDord-d1e537d445bf410db0fd0a5741375d9f
Quellennotizuspto-grants-1988_02