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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023282Generated: October 26, 2026

Water → 2',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl ester

https://huagongshe.com/reaction/1023282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant2,3-Dichlorobenzeneboronic acidHCID 2734661—
ReactantEthyl 2-(3-iodophenyl)acetateHCID 57581611—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
Product2',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl esterHCID 66973408—

Reaction Steps

A mixture of 3-iodobenzeneacetic acid ethyl ester (0.87 g, 3 mmol, prepared by the method described in J. Chem. Soc. 1963, 5437), 2,3-dichlorophenylboronic acid (0.85 g, 4.5 mmol), bis(triphenylphosphine)palladium dichloride (0.10 g, 0.15 mmol) and 2N aqueous sodium bicarbonate solution (3 mL) in p-dioxane (6 mL) was heated at 160° C. in a microwave reactor for 5 min. The reaction mixture was cooled, poured into water, and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel eluted with ethyl acetate in hexanes to provide the title product (0.48 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722690B2
Source datasetuspto-grants-2014_05
ORD IDord-c5ff627eef114a51a05d07387497d07d
Source noteuspto-grants-2014_05