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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40582Erstellt: 24. Oktober 2026

Water → 1-methyl-1H-indole-5-carbaldehyde

https://huagongshe.com/de/reaction/40582

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
EduktDabcoHCID 9237—
EduktIndole-5-carboxaldehydeHCID 589040—
LösungsmittelDimethyl CarbonateHCID 12021—
Produkt1-methyl-1H-indole-5-carbaldehydeHCID 753753446%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A solution of indole-5-carbaldehyde (0.5 g) in dimethyl carbonate (5 mL) was treated with 1,4-diaza-bicyclo[2.2.2]octane (38 mg). The resulting mixture was heated to 90° C. for 5 h and cooled to room temperature (rt). EtOAc (10 mL) and water (10 mL) were added, and the aqueous phase was extracted with EtOAc (3×10 mL). The combined organic extracts were washed with brine (1×20 mL), dried (MgSO4), and concentrated. Chromatography of the residue (0-50% EtOAc-hexanes) gave the title compound as a white solid (46%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530476B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-fa0519e4d41b43b5a7f430548df2fe8e
Quellennotizuspto-grants-2013_09