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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28660Erstellt: 23. Oktober 2026

Hydrochloric Acid → 4-Bromo-1-chloro-2-iodobenzene

https://huagongshe.com/de/reaction/28660

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTert-Butyl nitriteHCID 10906—
Edukt4-Bromo-2-iodoanilineHCID 823934—
KatalysatorCupric ChlorideHCID 24014—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-Bromo-1-chloro-2-iodobenzeneHCID 5100007176%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a stirred suspension of copper (II) chloride (1.62 g, 12.0 mmol) and tert-butyl nitrite (15.0 mmol) in acetonitrile (40 ml), heated at 60° C., was added a solution of 4-bromo-2-iodo-phenylamine (2.98 g, 10.0 mmol) in acetonitrile (10 ml) dropwise over 50 minutes. After stirring at 60° C. for 1 hour, the mixture was poured into 20% hydrochloric acid (200 ml) and extracted with ether (2×30 ml). The crude product was purified by flash chromatography on silica gel eluting with hexane to provide 4-bromo-1-chloro-2-iodo-benzene (2.4 g, 76% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419984B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-56d0793c4c3147fab76e56c4397753b3
Quellennotizuspto-grants-2008_09