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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1246271Erstellt: 24. Oktober 2026

Potassium Carbonate → 2-Propyl-3-propyl-5-fluoro-1H-indole

https://huagongshe.com/de/reaction/1246271

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-OctyneHCID 16029—
Edukt2-Bromo-4-fluoroanilineHCID 242873—
Katalysatorpalladium(II) acetateHCID 167845—
Katalysator1,1'-Bis(di-tert-butylphosphino)ferroceneHCID 71310544—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt2-Propyl-3-propyl-5-fluoro-1H-indoleHCID 2191662480,9%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

A 50 mL three neck flask was charged with palladium acetate (22.4 mg, 0.1 mmol), dtbpf (94 mg, 0.2 mmol), potassium carbonate (690 mg, 5 mmol), 2-bromo-4-fluoroaniline (380 mg, 2 mmol), 4-octyne (264 mg, 2.4 mmol) and NMP (10 ml). The mixture was purged with argon and heated to 130° C. After 1 hr, the reaction mixture was cooled to rt. Ethyl acetate and water were added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic phases were washed with water, brine and dried with MgSO4. Removal of the solvents and purification of the crude by column chromatography afforded the desired product as yellow oil (355 mg, containing 4.3 wt % AcOEt). The corrected yield was 77.6%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07126009B2
Quelldatensatzuspto-grants-2006_10
ORD IDord-ee56f80cf6cf40bfa928dffb2d2f4444
Quellennotizuspto-grants-2006_10