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

HRID 1767718Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1767718
[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-d572ae8357b74410899a151d11bbf932
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235559B1

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