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

HRID 871318

Reaktionsgleichung

Reaktionsgleichung von HRID 871318
[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-5a303abe4bb545b3854203e5b8f94033
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969587B2

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