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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56238Erstellt: 25. Oktober 2026

Tetrahydrofuran → HCID 90031761, Verbindung

https://huagongshe.com/reaction/56238

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktAmmonium ChlorideHCID 25517—
EduktSodium BicarbonateHCID 516892—
Edukt3-((6-nitro-1H-indol-1-yl)methoxy)benzonitrileHCID 90030447—
KatalysatorIronHCID 23925—
LösungsmittelWaterHCID 962—
ProduktHCID 90031761HCID 9003176165,5%

Reaktionsbedingungen

Temperatur64 °C

Reaktionsschritte

To a mixture of 3-((6-nitro-1H-indol-1-yl)methoxy)benzonitrile (3.0 g, 10.2 mmol), THF (80 mL) and water (40 mL) were added iron powder (2.86 g, 51.2 mmol) and NH4Cl (1.09 g, 20.4 mmol) and the mixture was stirred at 64° C. overnight. The mixture was then cooled to rt and to the resulting mixture was added saturated NaHCO3 aqueous solution. The mixture was filtered and the filtrate was extracted with EtOAc (30 mL×4). The combined organic layers were washed with brine (40 mL×3), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as a yellow solid (1.76 g, 65%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434695B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-c815e127b0d943b78df202e6c6e475d3
Quellennotizuspto-grants-2016_09