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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1820880Erstellt: 26. Oktober 2026

Potassium Carbonate → 1-benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-1H-indole

https://huagongshe.com/reaction/1820880

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3,4-Dimethoxyphenylboronic acidHCID 2734702—
Edukt3-Bromo-(1-phenylsulfonyl)indoleHCID 2776215—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-benzenesulfonyl-3-(3,4-dimethoxy-phenyl)-1H-indoleHCID 57891749—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

1-Benzenesulfonyl-3-bromoindole 20 (350 mg, 1.0 mmol) was dissolved in tetrahydrofuran (6 mL). Into the solution was added 3,4-dimethoxyphenyl boronic acid (379 mg, 2.1 mmol), tetrakis(triphenylphosphine)palladium(0) (60 mg, 0.05 mmol) and 1 M potassium carbonate (3 mL). The reaction mixture was heated in a CEM Discover microwave instrument at 120° C. for 10 minutes. The reaction mixture was concentrated under reduced pressure and partioned between ethyl acetate and saturated sodium bicabonate. The organic portion was dried over anhydrous magnesium sulfate, and filtered. The filtrate was adsorbed onto silica gel and purified by flash chromatography (5%-50% ethyl acetate:hexanes) to provide the desired product, 19, (359 mg, 88%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07605168B2
Quelldatensatzuspto-grants-2009_10
ORD IDord-915151a8ef954ae7b85b773df75a1584
Quellennotizuspto-grants-2009_10