HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 2-(1,3-Benzodioxol-5-yl)-2-(6-methoxycarbonyl-1-methyl-1H-indol-3-yl)acetic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | 3',4'-Methylenedioxymandelic acid | HCID 119618 | — |
| Edukt | Methyl N-methylindole-6-carboxylate | HCID 639843 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 2-(1,3-Benzodioxol-5-yl)-2-(6-methoxycarbonyl-1-methyl-1H-indol-3-yl)acetic acid | HCID 22009941 | 80,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06211223B1 |
| Quelldatensatz | uspto-grants-2001_04 |
| ORD ID | ord-b4294ca46df344a9b0f6377b2516edd0 |
| Quellennotiz | uspto-grants-2001_04 |