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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839934Generated: October 29, 2026

Sodium Carbonate → 1,2,3,4-Tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzene

https://huagongshe.com/reaction/1839934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,2-Dibromo-3,4,5,6-tetrafluorobenzeneHCID 70007—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant4-(Methylthio)phenylboronic acidHCID 2733959—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product1,2,3,4-Tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzeneHCID 10499115126.1%

Reaction Steps

Under nitrogen, 1 g of Pd(PPh3)4 was added to a stirred solution of 4.85 g (15.8 mmol) of 1,2-dibromo-3,4,5,6-tetrafluorobenzene (Aldrich), 2.65 g (18.9 mmol) of 4-fluorophenylboronic acid, and 3.17 g (18.9 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2) in 80 mL of toluene, 50 mL of ethanol, and 35 mL of 2M Na2CO3. After vigorous stirring at reflux overnight, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate, washed water, and dried over Na2SO4. Concentration in vacuo gave 7.3 g of 1,2,3,4-tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzene as a yellow oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06677488B2
Source datasetuspto-grants-2004_01
ORD IDord-414a4b6d223142559551f3423b06fd4e
Source noteuspto-grants-2004_01