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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673557Generated: November 1, 2026

Citric Acid → HCID 67341701, compound

https://huagongshe.com/reaction/1673557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantP-CresolHCID 2879—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantDi-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 11618717—
ReactantTert-butyl 2-(benzamido)-4-bromobenzoateHCID 67343005—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 67341701HCID 67341701—

Reaction Steps

0.023 mL of p-cresol, 79 mg of tripotassium phosphate, 2.4 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 0.8 mg of palladium acetate were added to 1.4 mL of toluene solution containing 70 mg of tert-butyl 2-(benzamido)-4-bromobenzoate at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 1 hour. After the reaction mixture was cooled to room temperature, 4.7 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 1.7 mg of palladium acetate were added and the resulting mixture was heated to reflux under nitrogen atmosphere for 6 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, 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=4:1]to obtain tert-butyl 2-(benzamido)-4-(4-methylphenoxy)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-7a2ab48b414d4c9c85a65854fa07cb9a
Source noteuspto-grants-2011_08