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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24414Erstellt: 24. Oktober 2026

Sodium Carbonate → 3-(4,5-Dimethoxy-2-naphthalen-2-ylbenzylidene)-1,3-dihydroindol-2-one

https://huagongshe.com/de/reaction/24414

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(Naphthalen-2-yl)boronic acidHCID 2734375—
Edukt3-(3-Bromo-4,5-dimethoxybenzylidene)-1,3-dihydroindol-2-oneHCID 54564604—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
Produkt3-(4,5-Dimethoxy-2-naphthalen-2-ylbenzylidene)-1,3-dihydroindol-2-oneHCID 5397243630,9%

Reaktionsschritte

Tetrakis(triphenylphosphine)palladium (0) (0.02 g) was added to a solution of 3-(3-bromo-4,5-dimethoxybenzylidene)-1,3-dihydroindol-2-one (0.20 g) in toluene (1 ml) and ethanol (1 ml) followed by addition of 2M aqueous sodium carbonate (1.1 ml). To this mixture was added naphthalene-2-boronic acid (0.11 g), and the mixture was held at 100° C. in a sealed tube for 12 hours. The precipitate which formed was filtered, washed with ethanol and then dissolved in 20% methanol/toluene, filtered and concentrated. The resulting solid was triturated with hexanes and dried to afford 0.07 g (29%) of 3-(4,5-dimethoxy-2-naphthalen-2-ylbenzylidene)-1,3-dihydroindol-2-one as an orange solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855730B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-e5d040dee3bb47e690acce41f3d7462f
Quellennotizuspto-grants-2005_02