Ethyl Acetate → 4-(3-Cyano-6-hydroxyindol-1-yl)-2-methoxymethoxybenzoic acid ethyl ester

HRID 1674599

Reaktionsgleichung

Reaktionsgleichung von HRID 1674599
[CH2:1]([O:3][C:4](=[O:34])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:20]CC4C=CC=CC=4)[CH:18]=3)[C:13]([C:28]#[N:29])=[CH:12]2)=[CH:7][C:6]=1[O:30][CH2:31][O:32][CH3:33])[CH3:2].C(OCC)(=O)C>[C].[Pd].CO>[CH2:1]([O:3][C:4](=[O:34])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([OH:20])[CH:18]=3)[C:13]([C:28]#[N:29])=[CH:12]2)=[CH:7][C:6]=1[O:30][CH2:31][O:32][CH3:33])[CH3:2]

Komponenten

5

Edukt 2

HCID 8857Ethyl AcetateHCID 58437286HCID 58437286, Verbindung

Produkt 1

HCID 584375264-(3-Cyano-6-hydroxyindol-1-yl)-2-methoxymethoxybenzoic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of 4-(6-benzyloxy-3-cyanoindol-1-yl)-2-methoxymethoxybenzoic acid ethyl ester in a mixed solvent of ethyl acetate (60 mL) and methanol (60 mL) was added palladium-carbon powder (0.61 g) under argon atmosphere at 0° C. and this mixture was stirred at 40° C. under a hydrogen atmosphere for 3 hours. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (2.5 g)

Aufarbeitung

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2fb34ff348da4908b91f6dd56d4e6164
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003647B2

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