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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 339668Erstellt: 23. Oktober 2026

Nitrogen → 8-Bromo-2-vinylquinoline

https://huagongshe.com/de/reaction/339668

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktTriethylamineHCID 8471—
Edukt2,8-DibromoquinolineHCID 45925951—
EduktVinylborateHCID 86654342—
KatalysatorHCID 178418807HCID 178418807—
LösungsmittelTetrahydrofuran 2-propanolHCID 22597222—
LösungsmittelWater ethylacetateHCID 22728543—
Produkt8-Bromo-2-vinylquinolineHCID 67234780—

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

To 2,8-dibromoquinoline (1.836 g, 6.398 mmol) in THF/IPA (20 mL/10 mL) was added vinylborate (0.9428 g, 7.038 mmol) and triethylamine (0.7769 g, 7.678 mmol). The reaction mixture was purged with N2, and PdCl2(dppf) dichloromethane adduct (0.3685 g, 0.4479 mmol) was added. The reaction was stirred at 55° C. for 12 hours, then cooled to ambient temperature. The reaction mixture was diluted with EtOAc/H2O, and the organic layer was separated and concentrated to provide the crude product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895550B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-038c80a14fc94d0f85367248780f1fd4
Quellennotizuspto-grants-2014_11