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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 730266Erstellt: 24. Oktober 2026

Dimethylformamide → (2E)-3-[4-(tert-Butyl)phenyl]-N-(1-methylindolin-5-yl)prop-2-enamide

https://huagongshe.com/de/reaction/730266

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktMethyl iodideHCID 6328—
EduktSodium HydroxideHCID 14798—
Edukt5-NitroindolineHCID 36219—
Edukt1H-Indole, 2,3-dihydro-1-methyl-5-nitro-HCID 167738—
LösungsmittelWaterHCID 962—
Produkt(2E)-3-[4-(tert-Butyl)phenyl]-N-(1-methylindolin-5-yl)prop-2-enamideHCID 10236808—

Reaktionsschritte

1-Methyl-5-nitroindoline. To a round-bottomed flask equipped with magnetic stirring was added 5-nitroindoline (0.82, 5.0 mmol, Aldrich), iodomethane (0.71 g, 5.0 mmol, Aldrich), sodium hydroxide (0.24, 6 mmol) and DMF (20 mL). The reaction mixture was stirred at 25° C. for 3 h, diluted with water (50 mL), extracted with EtOAc (3×40 mL) and the combined extracts were concentrated in vacuo. Purification by silica gel chromatography 97:3 hexane:EtOAc) provided the title product. MS (ESI, pos. ion) m/z: 179 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07582657B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-d69981558afe4b55a756cf2deb7ad26b
Quellennotizuspto-grants-2009_09