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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634866Generated: October 26, 2026

Toluene → Ethyl 2-(3,4,5-trimethoxyphenyl)benzoate

https://huagongshe.com/reaction/1634866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantEthyl 2-bromobenzoateHCID 80186—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-(3,4,5-trimethoxyphenyl)benzoateHCID 22558004—

Reaction Conditions

Temperature90 °C

Reaction Steps

3,4,5-Trimethoxyphenylboronic acid (639 mg) and ethyl 2-bromobenzoate (479 mg) were suspended in a mixed solvent of toluene (20 mL) and THF (15 mL), and to the suspension 2M sodium carbonate (6 mL) and tetrakis (triphenylphosphine) palladium(0) (175 mg) were added. The mixture was stirred overnight at 90° C. under an argon atmosphere. Ethyl acetate was added to the reaction mixture to separate an organic layer. The organic layer was washed with saturated brine, dried over anhydrous sodium magnesium and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06509329B1
Source datasetuspto-grants-2003_01
ORD IDord-890f39c2eb0a474ba8bcd61c2ac3c28b
Source noteuspto-grants-2003_01