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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522448Generated: October 30, 2026

Tetrahydrofuran → 6-Trifluoromethylthiohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]ether

https://huagongshe.com/reaction/522448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant6-Thiocyanatohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]etherHCID 117899691—
SolventEthyl acetate hexaneHCID 21226206—
Product6-Trifluoromethylthiohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]etherHCID 11789973064%

Reaction Steps

To 30 ml of tetrahydrofuran were added 1.04 g (2.49 mmol) of 6-thiocyanatohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]ether and 1.06 g (7.45 mmol) of trifluoromethyltrimethylsilane. Thereto was added 0.25 ml (concentration: 1 mol/liter, 0.25 mmol) of tetrahydrofuran solution of tetra-n-butylammonium fluoride at 0° C., and reaction mixture was stirred for 2 hours at room temperature. Then, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: a mixed solvent of n-hexane ethyl acetate=20:1), to obtain 0.73 g (yield: 64%) of an intended product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09332754B2
Source datasetuspto-grants-2016_05
ORD IDord-6d6e905c972d4929a5c2d6759684e508
Source noteuspto-grants-2016_05