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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 322089Erstellt: 24. Oktober 2026

Methanol → 2-(1,3-Benzodioxol-5-yl)-2-(6-methoxycarbonyl-1-methyl-1H-indol-3-yl)acetic acid

https://huagongshe.com/de/reaction/322089

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTrifluoroacetic acidHCID 6422—
Edukt3',4'-Methylenedioxymandelic acidHCID 119618—
EduktMethyl N-methylindole-6-carboxylateHCID 639843—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(1,3-Benzodioxol-5-yl)-2-(6-methoxycarbonyl-1-methyl-1H-indol-3-yl)acetic acidHCID 2200994180,4%

Reaktionsschritte

Trifluoroacetic acid (1.92 kg) was added portionwise to a stirred suspension of methyl 1-methyl-1H-indole-6-carboxylate (prepared by the same method as 1-methylindole-6-tert-butyl ester in Example 28, International Patent Application WO 97/43260, but using methanol in place of 6-tert-butanol; 1.63 kg) and 2-(1,3-benzodioxol-5-yl)-2-hydroxyacetic acid (1.67 kg) in acetonitrile (16.3 liters) at room temperature under a nitrogen atmosphere. The suspension was heated to reflux for 24 h and allowed to cool to room temperature. Filtration of the precipitated product gave the subtitle compound as a white crystalline solid (2.54 kg, 80.4%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06211223B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-b4294ca46df344a9b0f6377b2516edd0
Quellennotizuspto-grants-2001_04