Potassium Hydroxide → 4-(6-Ethoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid
Reaktionsgleichung
CC[O:3][C:4]([C:6]1[N:7](C(OC(C)(C)C)=O)[C:8]2[C:13]([CH:14]=1)=[C:12]([O:15][CH2:16][C:17]1[C:21]3[CH:22]=[CH:23][C:24]([O:26][CH2:27][CH3:28])=[CH:25][C:20]=3[O:19][CH:18]=1)[CH:11]=[CH:10][CH:9]=2)=[O:5].[OH-].[K+]>C1COCC1.C(O)C.O>[CH2:27]([O:26][C:24]1[CH:23]=[CH:22][C:21]2[C:17]([CH2:16][O:15][C:12]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:13]=3[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]4)=[CH:18][O:19][C:20]=2[CH:25]=1)[CH3:28]Komponenten
6
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 85 °C
Versuchsvorschrift
4-(6-Ethoxy-benzofuran-3-ylmethoxy)-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (29a) (7.5 g, 15.6 mmol) is dissolved in 150 ml of a 1:1:1 mixture of THF, ethanol and water. And after addition of KOH pellets (4.4 g, 78.2 mmol) the mixture is stirred for 2 h (TLC control) at 85° C. Then the organic solvent is removed under reduced pressure. The residue is cooled to 0° C. and treated with 2M HCl. The crude product is filtered off and dried under high vacuum. The crude product is recrystallized from ethyl acetate.
Aufarbeitung
- customThen the organic solvent is removed under reduced pressure
- temperatureThe residue is cooled to 0° C.
- additiontreated with 2M HCl
- filtrationThe crude product is filtered off
- customdried under high vacuum
- customThe crude product is recrystallized from ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-63b8d52de34f413786b7200f714685e3
- Quelldatensatz
- uspto-grants-2013_01
- Patentnummer
- US08354431B2
Notizen zur Reaktion
Wird geladen…