HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254296Generated: October 26, 2026
Trifluoromethanesulfonic anhydride → 5-Acetoxymethyl-1-[2-(1-adamantyl)ethyl]2-n-butylimidazole
https://huagongshe.com/reaction/2254296
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Tricyclo(3.3.1.1'3,7)dec-1-yl)ethanol | HCID 110810 | — |
| Reactant | 1-Acetyl-2-n-butyl 5-acetoxymethyl imidazole | HCID 19793547 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | 5-Acetoxymethyl-1-[2-(1-adamantyl)ethyl]2-n-butylimidazole | HCID 19936797 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05234917 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-ce54db51a3b3462ca9c6a80828cdfc86 |
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| Source note | uspto-grants-1993_08 |
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