methyl 2-[2-(benzyloxy)phenyl]-3-cyclohexyl-1-methyl-1H-indole-6-carboxylate → methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

HRID 1807631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1807631
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:16]([CH3:34])[C:17]2[C:22]([C:23]=1[CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[CH:21][CH:20]=[C:19]([C:30]([O:32][CH3:33])=[O:31])[CH:18]=2)C1C=CC=CC=1>CO.CC(O)=O.[OH-].[Pd+2].[OH-]>[CH:24]1([C:23]2[C:22]3[C:17](=[CH:18][C:19]([C:30]([O:32][CH3:33])=[O:31])=[CH:20][CH:21]=3)[N:16]([CH3:34])[C:15]=2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[OH:8])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Komponenten

5

Edukt 1

HCID 58317811methyl 2-[2-(benzyloxy)phenyl]-3-cyclohexyl-1-methyl-1H-indole-6-carboxylate

Produkt 1

HCID 58317807methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 9942167Palladium hydroxideKatalysatorHCID 176Acetic AcidLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of intermediate 3 (4.00 g) in MeOH (36 mL) and AcOH (4 mL) was hydrogenated in presence of palladium hydroxide as catalyst. After 12 h, the reaction mixture was filtered and the filtrate was evaporated to give methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate 4: m/z=364 (M+H)+.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-97af318f38d644538868cff344fee77a
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08357687B2

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