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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771622Generated: October 27, 2026

Potassium Carbonate → 2-Fluoro-5-(3-fluorophenyl)-3-methyl-benzoic acid

https://huagongshe.com/reaction/1771622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant5-Bromo-2-fluoro-3-methylbenzoic acidHCID 81477968—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Fluoro-5-(3-fluorophenyl)-3-methyl-benzoic acidHCID 8944365875.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 5-bromo-2-fluoro-3-methyl-benzoic acid (697 mg, 2.99 mmol, 1.0 eq) and (3-fluorophenyl)boronic acid (502 mg, 3.59 mmol, 1.2 eq) in a mixture of EtOH (10 mL), dioxane (20 mL) and H2O (10 mL) were added K2CO3 (142 mg, 1.03 mmol, 2.5 eq) and Pd(PPh3)4 (345 mg, 0.30 mmol, 0.1 eq). The mixture was heated at 85° C. overnight. The reaction was quenched by addition of 1M HCl and the aqueous phase extracted with EtOAc. The organic extract was dried (MgSO4), filtered and evaporated in vacuo. The residue was purified by chromatography to give the title compound as a solid (558 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-3c288aa163a147aba797e6b333fa82bc
Source noteuspto-grants-2016_02