Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551421Generated: October 26, 2026

Carbonate Ion → (2-(Trifluoromethyl)oxiran-2-yl)methyl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/551421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbonate IonHCID 19660—
Reactant3,3,3-Trifluoro-2-hydroxy-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)propyl 4-methylbenzenesulfonateHCID 24809782—
SolventDichloromethaneHCID 6344—
Product(2-(Trifluoromethyl)oxiran-2-yl)methyl 4-methylbenzenesulfonateHCID 2480974998.4%

Reaction Steps

A solution of the 3,3,3-trifluoro-2-hydroxy-2-({[(4-methylphenyl) sulfonyl]oxy}methyl)propyl 4-methylbenzenesulfonate (186.5 g, 398.5 mmol) in dichloromethane (2500 ml) was stirred under nitrogen whilst polymer supported carbonate resin (ex Fluke, ca. 3.5 mmoles carbonate/g resin) (232 g) was added. The mixture was stirred at room temperature overnight. The resin was filtered off and the resin was washed with dichloromethane. The combined filtrate and washings were concentrated under reduced pressure to give the title compound (116.2 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947727B2
Source datasetuspto-grants-2011_05
ORD IDord-63dea82ec74341deac3639a8e6f5aba2
Source noteuspto-grants-2011_05