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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175857Generated: November 1, 2026

4-Bromo-3-methyl-2-thiophenecarbonitrile → HCID 86727075, compound

https://huagongshe.com/reaction/2175857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-3-methyl-2-thiophenecarbonitrileHCID 21717671—
ReactantPotassium vinyltrifluoroborateHCID 23679353—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventEthanolHCID 702—
ProductHCID 86727075HCID 86727075—

Reaction Steps

A mixture of 4-bromo-3-methylthiophene-2-carbonitrile (3.00 g, 14.8 mmol), potassium vinyltrifluoroborate (2.40 g, 17.8 mmol) and Pd(dppf)Cl2 (0.5 g) in 30 mL of EtOH and 30 mL of TEA was refluxed under Ar for 4 hours. The reaction mixture was concentrated, and the residue was purified by column chromatography (petrol ether: EtOAc=50:1) to afford 4-ethenyl-3-methylthiophene-2-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062070B2
Source datasetuspto-grants-2015_06
ORD IDord-c7134f5583e944e6a5fee4682a7bc6b9
Source noteuspto-grants-2015_06