Methyl 2-ethoxy-4-nitrobenzoate → Methyl 4-amino-2-ethoxybenzoate

HRID 1807272

Reaktionsgleichung

Reaktionsgleichung von HRID 1807272
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])[CH3:2].[H][H]>[Pd].CO>[NH2:14][C:12]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:3][CH2:1][CH3:2])[CH:13]=1

Komponenten

5

Edukt 2

HCID 9964566Methyl 2-ethoxy-4-nitrobenzoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 67368855Methyl 4-amino-2-ethoxybenzoateAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-ethoxy-4-nitrobenzoate (2.038 g, 9.05 mmol) and palladium on carbon (583 mg, 10 wt %, Aldrich) in methanol (62 ml) was reacted with hydrogen at 40 psi for 18 hrs on the PARR shaker. It was filtered through celite and washed with methanol under N2 and the filtrate was concentrated to give methyl 4-amino-2-ethoxybenzoate (1.672 g, 94%) as a light brown solid.

Aufarbeitung

  1. filtrationIt was filtered through celite
  2. washwashed with methanol under N2
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9acd94964bc04e788752929f301a7dac
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354444B2

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