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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475731Generated: October 25, 2026

Potassium Fluoride → 3'-Chloro-4'-methoxy-6-trifluoromethyl-biphenyl-3-carboxylic Acid

https://huagongshe.com/reaction/1475731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
ReactantTri-tert-butylphosphine tetrafluoroborateHCID 2734635—
Reactant3-Chloro-4-methoxybenzeneboronic acidHCID 3247522—
Reactant3-Bromo-4-(trifluoromethyl)benzoic acidHCID 22337570—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product3'-Chloro-4'-methoxy-6-trifluoromethyl-biphenyl-3-carboxylic AcidHCID 67170103—

Reaction Conditions

Temperature50 °C

Reaction Steps

3-Bromo-4-trifluoromethyl-benzoic acid (0.484 g, 1.80 mmol), 3-chloro-4-methoxyphenylboronic acid (0.503 g, 2.70 mmol), tri-tert-butylphosphonium tetrafluoroborate (0.313 g, 1.08 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.494 g, 0.54 mmol) and potassium fluoride (0.345 g, 5.93 mmol) were weighed into a flask and dioxane (10 ml) was added under argon, and the mixture was stirred for 24 h at 50° C. The mixture was filtered over celite and evaporated to dryness. The residue was purified by preparative RP HPLC (water/ACN gradient) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-c04dae48045b4649b9170de709fa5306
Source noteuspto-grants-2015_04