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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1912882Erstellt: 26. Oktober 2026

Triethylamine → 4-(4-Nitro-2-(trifluoromethyl)phenylethynyl)pyridine

https://huagongshe.com/reaction/1912882

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Bromo-5-nitrobenzotrifluorideHCID 136198—
Edukt4-EthynylpyridineHCID 642801—
KatalysatorCopper iodideHCID 83717—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-(4-Nitro-2-(trifluoromethyl)phenylethynyl)pyridineHCID 23155274—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

In 20 mL of dimethylformamide, 1.0 g (3.7 mmol) of 4-bromo-3-(trifluoromethyl)nitrobenzene was dissolved, and 0.502 g (3.7 mmol) of 4-ethynylpyridine, 43 mg (3 mol %) of copper iodide, 78 mg (3 mol %) of dichlorobis(triphenylphosphine)palladium and 2.06 mL (0.56 mmol) of triethylamine were added thereto and the mixture solution was stirred overnight at 50° C. in an argon atmosphere. The reaction solution was partitioned between water and ethyl acetate and the organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The residue was purified by a silica gel column (n-hexane:ethyl acetate=3:1) to obtain 1.3 g (quantitative) of a target product as an pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08609656B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-178350c2f3cf4c4ebf09de628cdceeb6
Quellennotizuspto-grants-2013_12