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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673374Generated: October 30, 2026

Sodium Carbonate → HCID 57879490, compound

https://huagongshe.com/reaction/1673374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,4-Difluorophenylboronic acidHCID 2734334—
ReactantMethyl 2-(benzamido)-4-bromobenzoateHCID 57879335—
SolventDimethylacetamideHCID 31374—
ProductHCID 57879490HCID 5787949028.4%

Reaction Steps

56 mg of 2,4-difluorophenylboronic acid, 63 mg of sodium carbonate and 34 mg of polymer supported bis(acetato)triphenylphosphine palladium(II) were added to 2.5 mL of N,N-dimethylacetamide solution containing 80 mg of methyl 2-(benzamido)-4-bromobenzoate, and starred at 90° C. for 20 hours. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration and ethyl acetate and 1.2 mol/L hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 1.0 mol/L hydrochloric acid and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. 1.0 mL of 1.0 mol/L aqueous sodium hydroxide and 4.0 mL of ethanol were added to the obtained residue and stirred at room temperature for 1 hour. 0.6 mol/L hydrochloric acid, was added to the reaction mixture and a solid substance was separated by filtration to obtain 24 mg of 2-(benzamido)-4-(2,4-difluorophenyl)benzoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-9baafd450e5940d2a59f9529367b4d3a
Source noteuspto-grants-2011_08