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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591517Generated: October 31, 2026

Ethanol → Ethyl(6-vinyl-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantEthyl(6-(((trifluoromethyl)sulfonyl)oxy)-1-benzothiophen-3-yl)acetateHCID 57443344—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventSodium chloride; waterHCID 57417360—
ProductEthyl(6-vinyl-1-benzothiophen-3-yl)acetateHCID 131734526—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of ethyl(6-(((trifluoromethyl)sulfonyl)oxy)-1-benzothiophen-3-yl)acetate (600 mg) and EtOH (10 mL) were added potassium vinyl(trifluoro) borate (240 mg), PdCl2(dppf) (119 mg) and TEA (0.454 mL) at room temperature, and the mixture was heated to 110° C. with microwave irradiation for 15 min. The mixture was poured into brine at room temperature and extracted with EtOAc. The organic layer was separated, washed with brine, and dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (320 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-dd7bf1db8b574898864e57273b719aa9
Source noteuspto-grants-2016_01