1-Bromo-4-fluoro-5-methyl-2-nitrobenzene → 2-Bromo-5-fluoro-4-methylaniline

HRID 369239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 369239
[Br:1][C:2]1[C:3]([N+:10]([O-])=O)=[CH:4][C:5]([F:9])=[C:6]([CH3:8])[CH:7]=1>C(O)(=O)C.[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([F:9])=[CH:4][C:3]=1[NH2:10]

Komponenten

4

Edukt 1

HCID 232846641-Bromo-4-fluoro-5-methyl-2-nitrobenzene

Produkt 1

HCID 27733792-Bromo-5-fluoro-4-methylanilineAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Iron powder (18.5 g) was added to a solution of 5-bromo-2-fluoro-4-nitrotoluene (9.7 g) in acetic acid (30 ml), and the mixture was stirred at 70° C. for 3 hours. The catalyst was removed by filtration through Celite, and the filtrate was washed with chloroform. The solvent and the like in the filtrate were distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel to conduct elution with chloroform, thereby obtaining the title compound (7.9 g) as a red oil.

Aufarbeitung

  1. customThe catalyst was removed by filtration through Celite
  2. washthe filtrate was washed with chloroform
  3. distillationThe solvent and the like in the filtrate were distilled off under reduced pressure
  4. washelution with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-b35a5741b64740b282bda99be200b36e
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06136823

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