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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480445Generated: October 26, 2026

Trifluoromethanesulfonic anhydride → 6-[1-Hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthyl Trifluoromethanesulfonate

https://huagongshe.com/reaction/480445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphtholHCID 22018385—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product6-[1-Hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthyl TrifluoromethanesulfonateHCID 22285055—

Reaction Conditions

Temperature0 °C

Reaction Steps

Trifluoromethanesulfonic anhydride (9.1 mL) was added dropwise to a solution of 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthol (27.0 g) in pyridine (200 mL) at 0° C. The reaction mixture was stirred for 1 h at 0° C., diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated. The residue was purified by silica gel column chromatography (eluent; hexane-ethyl acetate=1:1). Crystallization from diisopropyl ether gave the titled compound (29.6 g) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649643B1
Source datasetuspto-grants-2003_11
ORD IDord-572bb105840e4666833adeae9b41221f
Source noteuspto-grants-2003_11