HCID 9967439, Verbindung → 1-(3-Carboxy-4-hydroxyphenyl)-2-phenylindole
Reaktionsgleichung
[C:1]([C:4]1[CH:5]=[C:6]([N:11]2[C:19]3[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=3[CH:13]=[C:12]2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:7]=[CH:8][C:9]=1[OH:10])([OH:3])=[O:2]>[Pd].C1(C)C(C)=CC=CC=1>[C:1]([C:4]1[CH:5]=[C:6]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[C:12]2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:7]=[CH:8][C:9]=1[OH:10])([OH:3])=[O:2]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of 3.33 g. (0.01 mole) of 1-(3-carboxy-4-hydroxyphenyl)-2-phenyl-4,5,6,7-tetrahydroindole, 4.0 g. of 10% palladium on carbon, and 250 ml. of xylene was heated under reflux with stirring under nitrogen for 3 days, filtered, and concentrated to a solid. Trituration with cyclohexane afforded 2.4 g. (73%) of solid, m.p. 210°-212°. Recrystallization from acetic acid gave colorless crystals, m.p. 213.5°-214.5°.