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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352795Generated: October 30, 2026

Triethylamine → HCID 22710641, compound

https://huagongshe.com/reaction/352795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant6-Bromo-benzo[b]thiopheneHCID 12744400—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22710641HCID 22710641—

Reaction Steps

In tetrahydrofuran (15 ml) was dissolved 6-bromobenzo[b]thiophene (2.13 g), followed by the addition of triphenylphosphine (787 mg), triethylamine (40 ml), N,N-dimethylformamide (15 ml), trimethylsilylacetylene (1.47 g) and palladium acetate (225 mg). The resulting mixture was refluxed for 5 hours. After the reaction mixture was allowed to cool down, it was diluted with methylene chloride (150 ml). The diluted mixture was washed with water (twice) and saturated aqueous NaCl solution, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue was purified by chromatography on a silica gel column (only hexane), whereby the title compound (1.38 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-20ad28c076d24fa792f2a1a7e88a5255
Source noteuspto-grants-2004_06