4-(2-Hydroxy-1-decyloxy)nitrobenzene → 4-(2-Hydroxy-1-decyloxy)aniline

HRID 645324Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 645324
[OH:1][CH:2]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1.[H][H]>C(OCC)(=O)C.[Pd]>[OH:1][CH:2]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1

Komponenten

5

Edukt 2

HCID 222377694-(2-Hydroxy-1-decyloxy)nitrobenzeneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 222377714-(2-Hydroxy-1-decyloxy)aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

4-(2-hydroxy-1-decyloxy)nitrobenzene (20 g, 0.68 mol) was dissolved in ethyl acetate (200 mL) and 10 palladium on carbon (2.5 g) was added to a Parr pressure bottle. The contents were then hydrogenated at 50 psi until hydrogen uptake ceased. The catalyst was removed by suction filtration through a pad of Celite. Removal of solvent afforded 4-(2-hydroxy-1-decyloxy)aniline in quantitative yield (18.0 g, 0.68 mol, 100% yield) as a tan solid. The structure was confirmed by NMR and mass spectroscopy.

Aufarbeitung

  1. customThe catalyst was removed by suction filtration through a pad of Celite
  2. customRemoval of solvent

Quellen und Nachweise

ORD-Eintrag
ord-520912bfe8f84c489cd0daae4efab68e
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07704667B2

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