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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30743Generated: October 29, 2026

Hydrochloric Acid → Methyl 2,5-dimethyl-4-trifluoromethanesulfonyloxybenzoate

https://huagongshe.com/reaction/30743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantMethyl 4-hydroxy-2,5-dimethylbenzoateHCID 22615980—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductMethyl 2,5-dimethyl-4-trifluoromethanesulfonyloxybenzoateHCID 8660550390.6%

Reaction Steps

Trifluoromethanesulfonic anhydride (0.27 g) was added to an ice-cooled mixture of methyl 4-hydroxy-2,5-dimethylbenzoate (0.144 g) and pyridine (0.095 g) in methylene chloride (10 mL) with stirring. The mixture was stirred at room temperature for 30 min, and poured into a mixture of ethylacetate and 2 mol/L hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:n-hexane:ethyl acetate=10/1) to afford the title compound (0.226 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423185B2
Source datasetuspto-grants-2008_09
ORD IDord-1ca620ff2ff340b0a60419aa8d58879a
Source noteuspto-grants-2008_09