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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3297Erstellt: 23. Oktober 2026

Acetonitrile → 2-Fluoro-5-nitropyridine

https://huagongshe.com/de/reaction/3297

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt2-Chloro-5-nitropyridineHCID 78308—
EduktPotassium FluorideHCID 522689—
KatalysatorTetraphenylphosphonium BromideHCID 2724163—
LösungsmittelDiethyl EtherHCID 3283—
Produkt2-Fluoro-5-nitropyridineHCID 95264—

Reaktionsschritte

2-Chloro-5-nitropyridine (100 g, 0.656 mol, Aldrich), KF (84.1 g, 1.448 mol), Ph4PBr (95.3 g, 0.227 mol) and acetonitrile (1.5 L) were combined and heated at reflux until no starting material remained. The volume was reduced to 750 mL, and the mixture was diluted with 2 L of ether, filtered and concentrated. The residue was triturated with hot hexane (5×1 L). The hexane extracts were combined and concentrated to afford 48 g (54%). 1H NMR (CDCl3, 300 MHz) δ7.15 (dd, J=3, 6 Hz, 1H), 8.64 (m, 1H), 9.15 (d, J=1.6 Hz, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733912
Quelldatensatzuspto-grants-1998_03
ORD IDord-c3b0e2987bf6463288457f21739f34ea
Quellennotizuspto-grants-1998_03