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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240968Generated: October 31, 2026

Triethylamine → HCID 59305359, compound

https://huagongshe.com/reaction/2240968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Triisopropylsilyl)acetyleneHCID 2734682—
Reactant3-Bromo-N-phenylanilineHCID 14958606—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418397HCID 178418397—
ProductHCID 59305359HCID 5930535978%

Reaction Steps

Into two Biotage microwave process vials (0.5-2.0 ml) were divided 3-Bromodiphenylamine (636 mg, 2.56 mmol), triisopropylsilylacetylene (0.46 g, 2.56 mmol), copper iodide (20 mg, 0.356 mmol), tetrakis(triphenylphosphine)palladium (60 mg, 0.176 mmol) and triethylamine (3.40 g, 3.36 mmol). The vials were quickly agitated then irradiated in a Biotage Initiator™ microwave instrument for 30 minutes at 80° C. The microwave reactions were recombined and purified by column chromatography (5% EtOAc/hexanes) to afford an oil 698 mg (78%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.05 (s, 21H) 6.82-6.86 (m, 2H) 7.00-7.12 (m, 4H) 7.15-7.28 (m, 3H) 8.23 (s, 1H); MS (ES) m/z 350.2 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723368B2
Source datasetuspto-grants-2010_05
ORD IDord-c7cae62c8354475abc5139b7d491349e
Source noteuspto-grants-2010_05