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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 588814Erstellt: 27. Oktober 2026

Sodium Carbonate → 2',5',6-Trichloro-4-methoxy-[1,1'-biphenyl]-3-amine

https://huagongshe.com/reaction/588814

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2,5-Dichlorobenzeneboronic acidHCID 2773371—
Edukt4-Chloro-5-iodo-2-methoxyanilineHCID 91758377—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2',5',6-Trichloro-4-methoxy-[1,1'-biphenyl]-3-amineHCID 9045588775,8%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 4-chloro-5-iodo-2-methoxybenzenamine (4.1 g, 14.5 mmol), 2,5-dichlorophenylboronic acid (3.3 g, 17.4 mmol), Pd(PPh3)4 (500 mg, 1.45 mmol) and Na2CO3 (4.7 g, 43.5 mmol) in 1,4-dioxane (150 mL) and water (15 mL) was stirred at 80° C. under argon for 16 h. The mixture was allowed to cool to room temperature, and then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=20:1) to afford the desired product (3.3 g, 75.8% yield) as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227978B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-17ba0b5f9ac646d1aa09009a88c295b6
Quellennotizuspto-grants-2016_01