3,5-difluoro-2-nitrobenzoic acid → 2-Amino-3,5-difluorobenzoic acid

HRID 1041705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1041705
[F:1][C:2]1[C:3]([N+:12]([O-])=O)=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]([OH:7])=[O:6]>[Pd].CO>[NH2:12][C:3]1[C:2]([F:1])=[CH:10][C:9]([F:11])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Komponenten

4

Edukt 1

HCID 27833653,5-difluoro-2-nitrobenzoic acid

Produkt 1

HCID 146519732-Amino-3,5-difluorobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

3,5-Difluoro-2-nitro-benzoic acid (2.908 g, 0.01432 mol), 10% Palladium on Carbon (50% Wet) (0.61 g). and Methanol (15 mL) was shaken under an atmosphere of Hydrogen at 38 PSI overnight. The reaction mixture was filtered through celite and concentrated under reduced pressure and azeotroped with toluene to give 2-Amino-3,5-difluoro-benzoic acid as off white solids (2.44 g, 99%). 1H-NMR (CDCl3): 7.45 (d, 1H, J=9.3 Hz), 7.03 (m, 1H), 5.65 (br s, 2H).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated under reduced pressure
  3. customazeotroped with toluene

Quellen und Nachweise

ORD-Eintrag
ord-9c33e11c1c774e119fd10bbf06bdd693
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552186B2

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