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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7065Generated: October 26, 2026

Water → 4-hydroxy-3-methoxy-N-(3-phenylphenyl)phenylacetamide

https://huagongshe.com/reaction/7065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-hydroxy-N-(3-iodophenyl)-3-methoxyphenylacetamideHCID 12096660—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product4-hydroxy-3-methoxy-N-(3-phenylphenyl)phenylacetamideHCID 1209666282.8%

Reaction Steps

Intermediate 1 (500 mg), phenylboronic acid (300 mg), tetrakis(triphenylphosphine)palladium (0) (150 mg) are dissolved in tetrahydrofuran (20 ml), and thereto are added cesium carbonate (850 mg) and water (10 ml). The mixture is heated under reflux for 18 hours under argon atmosphere. The reaction solution is extracted with ethyl acetate, and the organic layer is dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (360 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084176B2
Source datasetuspto-grants-2006_08
ORD IDord-9e05febe729d405e925148c7270b09cc
Source noteuspto-grants-2006_08