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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034298Generated: October 27, 2026

Triethylamine → 2-Methyl-5-pyridinetrifluoromethanesulfonate

https://huagongshe.com/reaction/1034298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Methyl-5-hydroxypyridineHCID 14275—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
SolventDichloromethaneHCID 6344—
Product2-Methyl-5-pyridinetrifluoromethanesulfonateHCID 14547281—

Reaction Steps

To a solution of 5 g of 3-hydroxy-6-methylpyridine in 100 mL of CH2Cl2 at 0° C. was added successively 7.7 mL of Et3N and 8.1 mL of Tf2O. The reaction was stirred at room temperature for 30 minutes, then diluted with more CH2Cl2 (220 mL). The organic phase was washed successively with 1N HCl, brine, dried over MgSO4, filtered, and concentrated to give after purification using flash chromatography on silica gel (hexane:EtOAc 65:35) the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314900
Source datasetuspto-grants-1994_05
ORD IDord-f1fc0e9a1eb74871a6d4593a25beaf96
Source noteuspto-grants-1994_05