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

HRID 73354

Reaktionsgleichung

Reaktionsgleichung von HRID 73354
[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-7bc1470bf6214f2ebc36dbb8adba58b9
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829040B2

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