HCID 85272219, Verbindung → HCID 85247288, Verbindung

HRID 1451107Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1451107
[OH:1][N:2]=[CH:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([N+:14]([O-])=O)[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]>C(O)C.[Pt]=O>[NH2:14][C:12]1[CH:11]=[C:6]([CH:5]=[C:4]([CH:3]=[N:2][OH:1])[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 1

HCID 85272219HCID 85272219, Verbindung

Produkt 1

HCID 85247288HCID 85247288, VerbindungAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-[(N-hydroxylimino)methyl]-5-nitrobenzoate (2.0 g, 0.009 mol) in ethanol (150 mL) was hydrogenated in the presence of platinum oxide (0.25 g) at 30 psi for 0.5 h. The catalyst was removed by filtration through Celite and the filtrate was concentrated. The residue was recrystallized from ethyl acetate-hexane to give 1.1 g (64%) of methyl 3-amino-5-[(N-hydroxylimino)methyl]benzoate as an off-white solid, mp 160°-162° C.

Aufarbeitung

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was recrystallized from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-72bab7d9f7594470b501cc4b41296762
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05602277

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