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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992529Generated: October 31, 2026

2,6-Lutidine → 2-((tert-Butyldimethylsilyl)oxy)ethyl trifluoromethanesulfonate

https://huagongshe.com/reaction/1992529

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantTrifluoromethanesulfonateHCID 2758875—
Reactant2-(Tert-butyldimethylsilyl)-ethylene glycolHCID 13681251—
SolventDichloromethaneHCID 6344—
Product2-((tert-Butyldimethylsilyl)oxy)ethyl trifluoromethanesulfonateHCID 15678107—

Reaction Steps

A solution of 2-(tert-butyldimethylsilyl)-ethylene glycol (125 mg, 0.71 mmol) and 2,6-lutidene (0.08 mL, 0.69 mmol) in 6 ml dichloromethane was cooled to −78° C. Trifluoromethanesulfonic anhydride (0.11 mL, 0.65 mmol) was added over a period of 5 min and stirring was continued for additional 15 min at −78° C. to complete the formation of the triflate. The triflate was used in situ for the reaction as described in 3.2 below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648996B2
Source datasetuspto-grants-2010_01
ORD IDord-1387508ce83b4bd486fed2b30bd2f574
Source noteuspto-grants-2010_01