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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32282Erstellt: 23. Oktober 2026

1,10-Phenanthroline → 4-Bromotriphenylamine

https://huagongshe.com/de/reaction/32282

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,10-PhenanthrolineHCID 1318—
Edukt4-BromoanilineHCID 7807—
EduktIodobenzeneHCID 11575—
EduktPotassium HydroxideHCID 14797—
Produkt4-BromotriphenylamineHCID 642838161,9%

Reaktionsbedingungen

Temperatur180 °C

Reaktionsschritte

To a 500 ml flask, 17.2 g (0.1 mol) of 4-bromoaniline, 50 g (0.24 mol) of iodobenzene, 32 g (0.8 mol) of potassium hydroxide, 0.04 g (0.04 mol, 0.4 eq.) of cuprous chloride and 0.08 g (0.04 mol, 0.4 eq.) of phenanthroline were introduced and stirred for 12 hours at 180° C. under nitrogen atmosphere. The reaction mixture was cooled to room temperature and the insoluble solid salt was filtered off. The filtrate was extracted with toluene and distilled water two times and then the organic layer was collected. Toluene was removed from the organic layer under reduced pressure to provide an organic compound. The organic compound was purified by column chromatography using n-hexane as an eluent. Then, the product was precipitated with a small amount of ethanol to provide 21 g of diphenylamino 4-bromobenzene (yield 65%). m/z 324 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427445B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-ef0ebcef42c64db3bcdafd8fa346b2a8
Quellennotizuspto-grants-2008_09