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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522446Generated: October 30, 2026

Acetonitrile → 6-Bromohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]ether

https://huagongshe.com/reaction/522446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
Reactant1,6-DibromohexaneHCID 12368—
Reactant2,4-Dichloro-5-(2,2,2-trifluoroethylthio)phenolHCID 117899748—
CatalystTetrabutylammonium BromideHCID 74236—
SolventEthyl acetate hexaneHCID 21226206—
Product6-Bromohexyl-[2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenyl]etherHCID 11789973795%

Reaction Steps

To 30 ml of acetonitrile were added 1.0 g (3.61 mmol) of 2,4-dichloro-5-(2,2,2-trifluoroethylthio)phenol, 3.5 g (14.4 mmol) of 1,6-dibromohexane, 0.65 g (15.0 mmol) of potassium carbonate and 0.12 g (0.37 mmol) of tetra-n-butylammonium bromide. The mixture was refluxed for 3 hours under heating. The mixture was allowed to stand at room temperature, and insoluble matters were removed by filtration. Then the filtrate was concentrated 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 1.51 g (yield: 95%) of an intended product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09332754B2
Source datasetuspto-grants-2016_05
ORD IDord-4209d747b1f74598a4cb40d72daf6bcb
Source noteuspto-grants-2016_05