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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1836122Erstellt: 25. Oktober 2026

Water → 3-(3-(Dimethylamino)propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde

https://huagongshe.com/reaction/1836122

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktSodium HydroxideHCID 14798—
EduktPhosphorus oxychlorideHCID 24813—
Edukt3-(3-dimethylaminopropyl)-4,5,6,7-tetrahydro-1H-indoleHCID 11148441—
Produkt3-(3-(Dimethylamino)propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehydeHCID 1123006350%

Reaktionsschritte

Phosphorus oxychloride (9.2 g, 0.06 mol) was slowly added to 12 ml of dimethylformamid at 0° C. with stirring and the mixture stirred for 30 minutes. Dimethyl-[3-(4,5,6,7-tetrahydro-1H-indol-3-yl)-propyl]-amine ( 6.2 g, 0.03 mol) was dissolved in 10 ml of dimethylformamide and added to the mixture. The reaction was stirred for 2 hours at room temperature. The stirred mixture was cooled in an ice bath and water was slowly added followed by 10 N sodium hydroxide solution until pH was 10. The mixture was stirred at room temperature for 45 minutes and extracted with ethyl acetate. The ethyl acetate extract was washed with brine, dried over anhydrous sodium sulfate and concentrated to give 3-(3-dimethylamino-propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (3.5 g, 50% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06777417B2
Quelldatensatzuspto-grants-2004_08
ORD IDord-697eb5930a154623affff4edb8b60fb5
Quellennotizuspto-grants-2004_08