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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 4299Erstellt: 24. Oktober 2026

2-Amino-3-benzyloxypyridine → 8-Benzyloxy-3-allyl-2-methylimidazo[1,2-a]pyridine

https://huagongshe.com/de/reaction/4299

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Amino-3-benzyloxypyridineHCID 90334—
Edukt3-Chloro-5-hexen-2-oneHCID 20152333—
LösungsmittelEthanolHCID 702—
Produkt8-Benzyloxy-3-allyl-2-methylimidazo[1,2-a]pyridineHCID 138258957,4%

Reaktionsschritte

A solution of 2-amino-3-benzyloxypyridine (3 g) and 3-chloro-5-hexen-2-one (2.981 g) in ethanol (15 ml) was stirred and refluxed for 45 hours and then evaporated in vacuo. To the residue was added an aqueous solution of sodium bicarbonate and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (50 g) using methylene chloride and then chloroform as eluents. The eluate with chloroform was evaporated in vacuo and the residual solid was recrystallized from diisopropyl ether to give 8-benzyloxy-3-allyl-2-methylimidazo[1,2-a]pyridine (0.31 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04725601
Quelldatensatzuspto-grants-1988_02
ORD IDord-185e83baf0c3403dab14950827063d22
Quellennotizuspto-grants-1988_02