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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085180Generated: October 25, 2026

Ethyl Acetate → 2-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furan

https://huagongshe.com/reaction/2085180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-Bromo-5-ethylthiopheneHCID 22729112—
Reactant4-Methoxy-2-(trimethylstannyl)benzo(b)furanHCID 22729126—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furanHCID 2272931341.8%

Reaction Steps

To a solution of 4-methoxy-2-(trimethylstannyl)-benzo(b)furan (3.00 g) and 2-bromo-5-ethylthiophene (1.84 g) in THF (25 ml) was added bistriphenylphosphinepalladium dichloride (224 mg), and the mixture was stirred with refluxing overnight. After cooling, ethyl acetate was added to the reaction mixture and the mixture was filtered through celite. The filtrate was washed with water and saturated brine, and the organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.04 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720320B2
Source datasetuspto-grants-2004_04
ORD IDord-478d0947a1614d819b9a117dd41938e8
Source noteuspto-grants-2004_04