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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673550Generated: October 30, 2026

Citric Acid → HCID 67343534, compound

https://huagongshe.com/reaction/1673550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant3-MethoxyphenolHCID 9007—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTert-butyl 2-(benzamido)-4-bromobenzoateHCID 67343005—
Catalystpalladium(II) acetateHCID 167845—
CatalystDi-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 11618717—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 67343534HCID 67343534—

Reaction Steps

6.0 mg of palladium acetate was added to 5 mL of toluene suspension containing 0.50 g tert-butyl 2-(benzamido)-4-bromobenzoate, 0.18 mL of 3-methoxyphenol, 17 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 0.57 g of tripotassium phosphate at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 5 hours. After the reaction mixture was cooled no room temperature, ethyl acetate and 10% citric acid aqueous solution were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=6:1]to obtain 0.32 g of tert-butyl 2-(benzamido)-4-(3-methoxyphenoxy)benzoate as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-f7acc523f5324a9dba9279c7d33b63a0
Source noteuspto-grants-2011_08