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

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A mixture of 2-(1-adamantyl)ethanol (10.7 g and diisopropylethylamine (11 ml) in dichloromethane (70 ml) was added to triflic anhydride (16.75 g) in dichloro methane (70 ml) at -78° C. under argon. After stirring the mixture at -78° C. for 45 minutes, 1-acetyl-2-n-butyl-5-(acetoxymethyl)imidazole in dichloromethane (50 ml) was added and the mixture was allowed to stand at room temperature for 4 days, then concentrated and heated on a steam bath with 10% sodium hydroxide (250 ml), diluted with 300 ml of water, extracted with dichloromethane, 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