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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1451516Erstellt: 26. Oktober 2026

Dimethylformamide → 5-Methoxy-2-methyl-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/1451516

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPhosphorus oxychlorideHCID 24813—
Edukt5-Methoxy-2-methylindoleHCID 70642—
Produkt5-Methoxy-2-methyl-1H-indole-3-carbaldehydeHCID 3159580—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To 60 mL of DMF at 0° C. was added 10.1 mL of phosphorous oxychloride dropwise. The resulting solution was stirred 10 min at 0° C., then was treated dropwise with a solution of 5-methoxy-2-methylindole (16.2 g, 100 mmol) in 25 mL of DMF. The orange solution was wanned to 40° C. for 45 min, then cooled and quenched with ice. The mixture was then poured into 300 mL of ice water and treated with 100 mL of 10N NaOH. The resulting slurry was heated to reflux for 4 h, then cooled and filtered. The solid was rinsed with water and air-dried to give 18.7 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05604253
Quelldatensatzuspto-grants-1997_02
ORD IDord-dbd1fd0585d44420bba87a97ac19865e
Quellennotizuspto-grants-1997_02