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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484787Generated: October 30, 2026

Trifluoromethanesulfonic anhydride → ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H-pyran-4-carboxylate

https://huagongshe.com/reaction/1484787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 3-oxooxane-4-carboxylateHCID 21362493—
SolventDichloromethaneHCID 6344—
Productethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H-pyran-4-carboxylateHCID 86638856—

Reaction Steps

To a solution of ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate (1.0 g, 5.81 mmol) in DCM (30 mL) was added DIPEA (1.22 mL, 6.97 mmol) and Tf2O (1.08 mL, 6.39 mmol) at −78° C., then it was warmed up to room temperature and stirred at room temperature for 2 h, the solution was diluted with DCM, washed with Sat. NaHCO3, brine, dried and concentrated to give ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H-pyran-4-carboxylate as crude product (2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422279B2
Source datasetuspto-grants-2016_08
ORD IDord-307f60c9eecb4753bc4553d2db770205
Source noteuspto-grants-2016_08