Reaktion #7042

Reaktionsgleichung

H2O

indole

→

4,4-di-(1H-indolyl-)butanoic acid

Lösungsmittel

CH3OH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAt the end of that period the methanol was removed under vacuum
2. 2
   Extraktionthe residue was extracted with ethyl acetate (3×50 ml)
3. 3
   Waschenwashed with a small amount of water
4. 4
   Trocknendried on anhydrous Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated to dryness
7. 7
   SonstigeThe end product was isolated
8. 8
   Sonstigepurified chromatographically on an SiO2 column

Vorschrift

282 mg of indole (2.4 mmol) were dissolved in 10 ml of CH3OH and 5 ml of H2O; 102 mg of semisuccinic aldehyde (1 mmol) and 240 mg of dysprosium triflate-(CF3SO3)3Dy-(0.393 mmol) were added. The resulting solution was stirred at 35° C. for 24 hours. At the end of that period the methanol was removed under vacuum and the residue was extracted with ethyl acetate (3×50 ml). The organic extracts were pooled, washed with a small amount of water, dried on anhydrous Na2SO4, filtered and concentrated to dryness. The end product was isolated and purified chromatographically on an SiO2 column, using a hexane:isopropyl alcohol gradient ranging from 9:1 to 8:2.

Quelle