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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406828Generated: October 25, 2026

Potassium Carbonate → 3',4',5'-Trifluoro-[1,1'-biphenyl]-4-carbaldehyde

https://huagongshe.com/reaction/1406828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-3,4,5-trifluorobenzeneHCID 611409—
Reactantp-Formylphenylboric acidHCID 21940015—
SolventTetrahydrofuranHCID 8028—
Product3',4',5'-Trifluoro-[1,1'-biphenyl]-4-carbaldehydeHCID 6123987796.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

In a nitrogen atmosphere, a solution prepared by mixing 15.00 g of 3,4,5-trifluorobromobenzene, 0.25 g of tetrakis-triphenylphosphine palladium, 30 mL of an aqueous potassium carbonate solution (2 mol/L), and 75 mL of THF was heated to 60° C., and 10.71 g of 4-formylphenylboric acid was added to the solution over 20 minutes. After the resultant mixture was stirred at 60° C. for 3 hours, the mixture was allowed to cool, and an organic layer was separated by adding hexane. The organic layer was washed with saturated brine and dried by adding sodium sulfate, and then the solvent was distilled off under reduced pressure. As a result of purification by silica gel column chromatography, 14.77 g of 4-(3,4,5-trifluorophenyl)benzaldehyde was yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916718B2
Source datasetuspto-grants-2014_12
ORD IDord-1f4bff464cbe48f4820367ccdde28900
Source noteuspto-grants-2014_12