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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713377Generated: November 3, 2026

Potassium Carbonate → 1~3~,1~5~,2~2~-Trifluoro-3~4~-propyl-1~1~,2~1~:2~4~,3~1~-terphenyl

https://huagongshe.com/reaction/713377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-3,5-difluorobenzeneHCID 136313—
Reactant(3-Fluoro-4'-propyl[1,1'-biphenyl]-4-yl)boronic acidHCID 53402576—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product1~3~,1~5~,2~2~-Trifluoro-3~4~-propyl-1~1~,2~1~:2~4~,3~1~-terphenylHCID 59592413—

Reaction Conditions

Temperature70 °C

Reaction Steps

Under a nitrogen atmosphere, a suspension solution containing 3,5-difluorobromobenzene (71 g), potassium carbonate (75 g), tetrakis(triphenylphosphine)palladium (0) (2.2 g), and ethanol (250 mL) was heated to 70° C., and a solution in which 2-fluoro-4-(4-propylphenyl)phenylboronic acid (100 g, prepared by a method disclosed in EP 2123623) had been dissolved in ethanol (200 mL) was dropped thereinto. Then, the resulting solution was stirred at 70° C. for 5 hours. The solution was cooled with ice and filtered to separate precipitated crystals and an inorganic salt, the obtained solid was dissolved in a solution containing hexane and toluene (4:1), and then the solution was purified by silica gel column chromatography. The purified product was recrystallized from ethanol to yield 18.7 g of 3,5-difluoro-[2-fluoro-4-(4-propylphenyl)phenyl]benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181484B2
Source datasetuspto-grants-2015_11
ORD IDord-e8bb97b486ef4297904f5351fe9782fe
Source noteuspto-grants-2015_11