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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225408Generated: October 30, 2026

Pyridine → Triphenylsulfonium 2-acetoxy-1,1,3,3,3-pentafluoropropane-1-sulfonate

https://huagongshe.com/reaction/225408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantTriphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropanesulfonateHCID 86612198—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductTriphenylsulfonium 2-acetoxy-1,1,3,3,3-pentafluoropropane-1-sulfonateHCID 2314940570%

Reaction Steps

In 28 g of methylene chloride were dissolved 3.0 g of triphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropane-1-sulfonate synthesized in Synthesis Example.11 and 0.7 g of pyridine. While stirring under ice cooling, 0.8 g of acetic anhydride was added to the solution. Thereafter, 0.7 g of triethylamine and 0.04 g of 4-(N,N-dimethylamino)pyridine were added to the solution, which was stirred for 4 hours. Water, 20 g, was added to quench the reaction. The organic layer was separated and washed with 20 g of water three times. The organic layer was then concentrated, obtaining triphenylsulfonium 2-acetoxy-1,1,3,3,3-pentafluoropropane-1-sulfonate. Colorless oily matter, 2.2 g (yield 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07556909B2
Source datasetuspto-grants-2009_07
ORD IDord-0a188dd358de4b5fa6ec93eeb0f53fcb
Source noteuspto-grants-2009_07