Hydrazine hydrate (1:1) → 4-ethoxy-2-fluoroaniline

HRID 2375410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2375410
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[C:6]([F:13])[CH:5]=1)[CH3:2].O.NN>CCO.[Pd]>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([F:13])[CH:5]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 135386514-Ethoxy-2-fluoronitrobenzene

Produkt 1

HCID 37344624-ethoxy-2-fluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a solution of 4-ethoxy-2-fluoro-1-nitro benzene (1.0 g, 5.4 mmol) in absolute EtOH (25 mL) at rt was added 250 mg of Pd/C (Aldrich, 10 wt. % on activated carbon), followed by slow addition of hydrazine hydrate (2.5 mL). The resulting reaction mixture was refluxed at 90° C. for 30 min. It then cooled to rt, filtered through Celite, and then concentrated in vacuo to afford 4-ethoxy-2-fluoro-phenyl amine as a pale yellow oil: MS (ESI) 156 (M+H)+.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. temperatureIt then cooled to rt
  3. filtrationfiltered through Celite
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-16a5433cd4d04eae80a78633285e11d3
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07465730B2

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