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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360751Generated: October 29, 2026

2,2-Bis(trifluoromethyl)oxirane → Sodium 3,3,3-trifluoro-2-hydroxy-2-trifluoromethylpropane-1-sulfonate

https://huagongshe.com/reaction/2360751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Bis(trifluoromethyl)oxiraneHCID 11469419—
ReactantSodium BisulfiteHCID 23665763—
SolventWaterHCID 962—
ProductSodium 3,3,3-trifluoro-2-hydroxy-2-trifluoromethylpropane-1-sulfonateHCID 59445712—

Reaction Conditions

Temperature40 °C

Reaction Steps

Using the 2,2-bis(trifluoromethyl)oxirane prepared in Synthesis Example 1-2, synthesis was carried out in accordance with the procedure described in US 20100209827. A mixture of 30 g of 2,2-bis(trifluoromethyl)oxirane, 26 g of sodium hydrogensulfite, and 120 g of water was stirred at 40° C. for 10 hours, obtaining an aqueous solution of sodium 3,3,3-trifluoro-2-hydroxy-2-trifluoromethylpropane-1-sulfonate. Subsequently, 34 g of an aqueous solution of 2,000 g/mol of triphenylsulfonium chloride and 400 g of methylene chloride were added to the aqueous solution, which was stirred for 4 hours at room temperature. At the end of stirring, the organic layer was taken out, washed with water, and concentrated under reduced pressure. The concentrate was combined with methyl isobutyl ketone and concentrated again under reduced pressure to distill off the residual water. To the residue, diisopropyl ether was added for recrystallization, obtaining 74 g of triphenylsulfonium 3,3,3-trifluoro-2-hydroxy-2-trifluoromethylpropane-1-sulfonate (yield 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686166B2
Source datasetuspto-grants-2014_04
ORD IDord-5cd9c5403e2f48daa82ebe75a31da2fa
Source noteuspto-grants-2014_04