Methyl 5-(2-methoxyethoxy)-2-nitrobenzoate → Methyl 2-amino-5-(2-methoxyethoxy)benzoate

HRID 1917716

Reaktionsgleichung

Reaktionsgleichung von HRID 1917716
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([N+:16]([O-])=O)=[C:10]([CH:15]=1)[C:11]([O:13][CH3:14])=[O:12]>[Pd].CO>[NH2:16][C:9]1[CH:8]=[CH:7][C:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

Komponenten

4

Edukt 1

HCID 66639151Methyl 5-(2-methoxyethoxy)-2-nitrobenzoate

Produkt 1

HCID 61305437Methyl 2-amino-5-(2-methoxyethoxy)benzoateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To methyl 5-(2-methoxyethoxy)-2-nitrobenzoate (1.08 g, 4.2 mmol) under argon was added 10% Palladium on carbon and MeOH (20 mL). The flask was flushed with H2(g) and stirred under H2 (1 atm) for 30 minutes. The mixture was filtered through Celite and concentrated in vacuo to give methyl 2-amino-5-(2-methoxyethoxy)benzoate (964 mg, 4.2 mmol, 100%). LC-MS (ESI) m/z 226 (M+H)+.

Aufarbeitung

  1. customThe flask was flushed with H2(g)
  2. filtrationThe mixture was filtered through Celite
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0129dbf136b145cf97f3c5e1b976abcb
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618289B2

Verknüpfte Notizen

Wird geladen…