Ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-nitrobenzoate → Ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-aminobenzoate

HRID 2213860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2213860
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([N+:24]([O-])=O)=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]>[Pd].C(O)C.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([NH2:24])=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Komponenten

5

Edukt 1

HCID 11773033Ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-nitrobenzoate

Produkt 1

HCID 11809903Ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-aminobenzoateAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-nitrobenzoate (132.2 g, 359 mmol) and 10% palladium on carbon (3.0 g) in a mixture of ethanol (200 ml) and ethyl acetate (2000 ml) was stirred under an atmosphere of hydrogen for 18 hours. Removal of the catalyst by filtration, followed by solvent evaporation in vacuo yielded ethyl 3-methoxy-4-(3-morpholinopropoxy)-6-aminobenzoate (122 g, 100% yield) as a brown oil:

Aufarbeitung

  1. customRemoval of the catalyst
  2. filtrationby filtration
  3. customfollowed by solvent evaporation in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-324bca43eb004ec18ed791767362722b
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07105669B1

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