3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester → 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-propionic acid ethyl ester

HRID 1716657Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1716657
[CH2:1]([O:3][C:4](=[O:24])[CH:5]=[C:6]([C:13]1[C:21]([O:22][CH3:23])=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[CH:16][NH:17]2)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH:6]([C:13]1[C:21]([O:22][CH3:23])=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[CH:16][NH:17]2)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 673557843-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester

Produkt 1

HCID 598318913-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-acrylic acid ethyl ester XLVIII (37 mg, 0.115 mmol) in EtOH (4 ml) and a catalytic amount of Degoussa-type catalyst Pd/C wet (10%) was subjected to hydrogenation conditions in a Parr apparatus at 60 psi of H2 for 20 hours. The reaction mixture was filtered through celite with MeOH. The filtrate was concentrated and subjected to the same hydrogenation conditions for 24 hours to provide 3-(5-Methoxy-1H-Indol-4-yl)-3-phenyl-propionic acid ethyl ester XLIX (37 mg) as a yellow oil.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite with MeOH
  2. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1adee339c3664034908467378546d3a3
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803830B2

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