4-Fluoro-2-methyl-5-nitrobenzoic acid → 5-Amino-4-fluoro-2-methylbenzoic acid

HRID 966144Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 966144
[CH3:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([N+:12]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(O)C.[Pd]>[CH3:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([NH2:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

4

Edukt 1

HCID 223131014-Fluoro-2-methyl-5-nitrobenzoic acid

Produkt 1

HCID 223130835-Amino-4-fluoro-2-methylbenzoic acidAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-methyl-5-nitro-4-fluorobenzoic acid (1.77 g, 8.9 mmol, for preparation see Coll. Czech. Chem. Commun. 1977, 42, 2001) in ethanol (15 mL) was added 10% Pd/C (50 mg) and the mixture was subjected to hydrogenation under 30 psi of pressure. After 3 h, hydrogen was removed and the mixture was filtered and the filtrate was concentrated in vacuo to afford 2-methyl-5-amino-4-fluorobenzoic acid (1.45 g, 97%). LC/MS; (M+H)+=170.

Aufarbeitung

  1. customhydrogen was removed
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ea6666d794b24c77b88e78692b4b0fcf
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951859B2

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