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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2254296Erstellt: 26. Oktober 2026

Trifluoromethanesulfonic anhydride → 5-Acetoxymethyl-1-[2-(1-adamantyl)ethyl]2-n-butylimidazole

https://huagongshe.com/reaction/2254296

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoromethanesulfonic anhydrideHCID 67749—
EduktDiisopropylethylamineHCID 81531—
Edukt2-(Tricyclo(3.3.1.1'3,7)dec-1-yl)ethanolHCID 110810—
Edukt1-Acetyl-2-n-butyl 5-acetoxymethyl imidazoleHCID 19793547—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelChloroform methanolHCID 21584188—
Produkt5-Acetoxymethyl-1-[2-(1-adamantyl)ethyl]2-n-butylimidazoleHCID 19936797—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

A mixture of 2-(1-adamantyl)ethanol and diisopropylethylamine in methylene chloride is added to triflic anhydride in methylene chloride at -78° C. under argon. After stirring the mixture at -78° C. for 45 minutes, 1-acetyl-2-n-butyl 5 (acetoxymethyl)imidazole in methylene chloride is added and the mixture is allowed to stand at room temperature for 4 days, then concentrated and heated on a steam bath with 10% sodium hydroxide, diluted with water, extracted with methylene chloride, dried, filtered and concentrated to give an oil. Chromatography (silica gel) in methanol chloroform gives 5-acetoxymethyl-1-[2-(1-adamantyl)ethyl]2-n-butylimidazole.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05234917
Quelldatensatzuspto-grants-1993_08
ORD IDord-ce54db51a3b3462ca9c6a80828cdfc86
Quellennotizuspto-grants-1993_08