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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914062Generated: October 31, 2026

Hydrochloric Acid → Triphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropanesulfonate

https://huagongshe.com/reaction/1914062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantTriphenylsulfonium 1,1,3,3,3-pentafluoro-2-benzoyloxypropane-1-sulfonateHCID 23118490—
SolventMethanolHCID 887—
ProductTriphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropanesulfonateHCID 8661219885%

Reaction Steps

In 72 g of methanol was dissolved 34.4 g of triphenylsulfonium 2-benzoyloxy-1,1,3,3,3-pentafluoropropane-1-sulfonate synthesized in Synthesis Example 1-22. While the solution was stirred under ice cooling, 54.0 g of 5% sodium hydroxide aqueous solution was added dropwise at a temperature below 10° C. The reaction solution was allowed to mature at the temperature for 4 hours. At a temperature below 10° C., 6.8 g of 12N hydrochloric acid was added to quench the reaction. The methanol was distilled off in vacuum, after which 270 g of dichloromethane was added to the residue. The organic layer was washed with 40 g of water three times. The organic layer was concentrated, and 60 g of diethyl ether was added to the concentrate for crystallization. The crystals were filtered and dried, obtaining the target compound. White crystals, 24.3 g (yield 85%). The compound (PAG9) had the following structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609889B2
Source datasetuspto-grants-2013_12
ORD IDord-c870fd2fb7d145b8b70ce5fed7637512
Source noteuspto-grants-2013_12