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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 746756Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-(4'-Bromophenyl)aniline

https://huagongshe.com/de/reaction/746756

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-IodoanilineHCID 11995—
Edukt(4-Bromophenyl)boronic acidHCID 79599—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelTolueneHCID 1140—
Produkt2-(4'-Bromophenyl)anilineHCID 1136863369%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Add 4-bromophenyl boronic acid (5.0 g, 24.82 mmol), tetrakis(triphenylphosphine) palladium (0) (0.717 g, 0.620 mmol) and 2 M Na2CO3 (10 mL) to a solution of 2-iodoaniline (4.5 g, 20.69 mmol) in toluene (2 mL):ethanol (20 mL), deoxygenate and heat at 80° C. under nitrogen. After 4 h, add water and extract with EtOAc. Combine the organic layers, dry over sodium sulfate, filter and concentrate under reduced pressure to give a residue. Purify the residue by flash chromatography (Silica gel-EtOAc/hexane 1:12), to provide 4′-bromo-biphenyl-2-ylamine (3.53 g, 69%). MS (m/e): 248 (M+1); 249 (M+2).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07393868B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-00826bfc9c4b4b3895f2811d93cc2030
Quellennotizuspto-grants-2008_07