Reaktion #409271

Reaktionsgleichung

methanol

2-(1,3-benzodioxol-5-yl)-2-hydroxyacetic acid

Trifluoroacetic acid

methyl 1-methyl-1H-indole-6-carboxylate

→

subtitle compound

Ausbeute 80.4%

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

Ausbeute 80.4%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat room temperature
2. 2
   TemperaturThe suspension was heated
3. 3
   Temperaturto reflux for 24 h
4. 4
   FiltrationFiltration of the precipitated product

Vorschrift

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%).

Quelle