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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2214751Erstellt: 24. Oktober 2026

Methyl iodide → 1-Acetyl-6-bromo-5-methoxyindoline

https://huagongshe.com/de/reaction/2214751

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt1-(6-Bromo-5-hydroxy-2,3-dihydro-1H-indol-1-yl)ethan-1-oneHCID 21948380—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Acetyl-6-bromo-5-methoxyindolineHCID 2194837588,1%

Reaktionsschritte

A stirred solution of 1-acetyl-6-bromoindolin-5-ol (Tetrahedron 1973, 29(8), 1115; 40 g, 0.15 mole) in DMF (500 ml) was treated with K2CO3 (61 g, 0.45 mole) and iodomethane (11.7 ml, 0.19 mole) and maintained at room temperature for 20 h, then concentrated under vacuum to 200 ml. The residue was treated with water (200 ml) and the precipitate filtered off, dried and recrystallised from EtOAc to afford the title compound as a white solid (35.7 g, 85%). MH+ 270/272.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07109201B2
Quelldatensatzuspto-grants-2006_09
ORD IDord-5f997226f28c48008664d4de881b219d
Quellennotizuspto-grants-2006_09