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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 442744Erstellt: 25. Oktober 2026

Water → 1,6-Dimethyl-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/442744

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt6-Methylindole-3-carboxaldehydeHCID 4777902—
LösungsmittelDimethylformamideHCID 6228—
Produkt1,6-Dimethyl-1H-indole-3-carbaldehydeHCID 2259374697%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of the known 6-methyl-1H-indole-3-carboxaldehyde (5 g, 31 mm) in DMF (100 mL) was cooled to 0° C. and treated with NaH (38 mm), and stirred at 0° C. for 3 hours. After treatment with CH3I (2.35 mL, 38 mm), the mixture was allowed to warm to room temperature overnight. The mixture was poured into H2O(500 mL) and extracted with ethylacetate (EtOAc) (200 mL×3). The combined organic layers were dried over MgSO4, filtered and evaporated. Purification by flash column chromatography afforded 1,6-dimethyl-1H-indole-3-carboxaldehyde (5.2 g, 97%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05891901
Quelldatensatzuspto-grants-1999_04
ORD IDord-56cb28cf919340c083e1a725acc2a2fc
Quellennotizuspto-grants-1999_04