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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046811Generated: November 3, 2026

Trifluoromethanesulfonic anhydride → 3-Oxo-5-(trifluoromethyl)cyclohex-1-enyl trifluoromethanesulfonate

https://huagongshe.com/reaction/2046811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant5-(Trifluoromethyl)cyclohexane-1,3-dioneHCID 59226574—
SolventDichloromethaneHCID 6344—
Product3-Oxo-5-(trifluoromethyl)cyclohex-1-enyl trifluoromethanesulfonateHCID 59226600—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 5-(trifluoromethyl)cyclohexane-1,3-dione (1.0 eq) in DCM (0.23 M) was added TEA (1.2 eq) to give a clear solution. The mixture was cooled to 0° C. And then Tf2O (1.05 eq) in DCM was added dropwise. The reaction mixture was stirred at that temperature for 2 hours. The reaction mixture was diluted with DCM, and washed with water, aq. NaHCO3, brine, and was dried over MgSO4, filtered and concentrated to give 3-oxo-5-(trifluoromethyl)cyclohex-1-enyl trifluoromethanesulfonate, which was used to next step directly. LC/MS (m/z): MH+=313.0, Rt=1.02 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592455B2
Source datasetuspto-grants-2013_11
ORD IDord-7be89ce19ce542efb1e4b0202bebaf6d
Source noteuspto-grants-2013_11