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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163297Generated: November 4, 2026

Ethanol → HCID 3358918, compound

https://huagongshe.com/reaction/1163297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantCesium carbonateHCID 10796—
ReactantBenzo(b)thiophene, 3-bromo-HCID 123250—
Reactant3-Formylphenylboronic acidHCID 2734356—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 3358918HCID 335891894%

Reaction Conditions

Temperature70 °C

Reaction Steps

(3-Formylphenyl)boronic acid (1.7 g, 11.3 mmol), 3-bromo-1-benzothiophene (2.0 g, 9.39 mmol) and cesium carbonate (4.6 g, 14.1 mmol) were added to a mixed solvent of ethanol (10 mL) and toluene (50 mL). After argon substitution, tetrakis(triphenylphosphine)palladium(0) (0.20 g, 0.17 mmol) was added. The reaction mixture was stirred under an argon atmosphere at 70° C. for 18 hr. The reaction mixture was cooled, and the insoluble material was filtered through celite, and the filtrate was concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:10-1:5) to give the title compound (2.1 g, yield 94%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820837B2
Source datasetuspto-grants-2010_10
ORD IDord-6d42b83742bf48bdb8b9f2fb92831d5d
Source noteuspto-grants-2010_10