2-Bromo-5-nitrobenzoic acid → 5-Amino-2-bromobenzoic acid

HRID 584861

Reaktionsgleichung

Reaktionsgleichung von HRID 584861
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H][H]>CO.[Pd]>[NH2:11][C:8]1[CH:9]=[CH:10][C:2]([Br:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 2

HCID 2430252-Bromo-5-nitrobenzoic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 27696245-Amino-2-bromobenzoic acidAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-5-nitrobenzoic acid (1.10 g, 4.06 mmol) (Aldrich, 38, 184-5), activated Pd—C (43.62 mg, 0.41 mmol) (Aldrich, 20, 569-9) in methanol (30 ml) was hydrogenated for 4 hr under 30 psi of hydrogen pressure. After the mixture was filtered, the filtrate was concentrated to give 0.80 g (91.2% yield) of 5-amino-2-bromobenzoic acid as a pale yellow solid.

Aufarbeitung

  1. filtrationAfter the mixture was filtered
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6f9c76d053394dd9bed2be85889dee2e
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06927303B2

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