Water → 3-Bromo-6-fluoro-2-methylbenzenamine

HRID 1771651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1771651
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([N+:9]([O-])=O)[C:3]=1[CH3:12].[NH4+].[Cl-].O>CCO.[Fe]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([NH2:9])[C:3]=1[CH3:12]

Komponenten

6

Edukt 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 585404001-Bromo-4-fluoro-2-methyl-3-nitrobenzene

Produkt 1

HCID 585401563-Bromo-6-fluoro-2-methylbenzenamineAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 1-bromo-4-fluoro-2-methyl-3-nitro-benzene (3 g, 12.82 mmol, 1.0 eq) in EtOH (60 mL) was added NH4Cl (30 mL), water (30 mL) and iron powder (2.87 g, 51.28 mmol, 4.0 eq). The reaction mixture was heated at reflux for 3h, then filtered through Celite. The filtrate was evaporated in vacuo and purified by column chromatography (EtOAc:petroleum ether, 0:1 to 1:10) to give the title compound as a yellow solid (2 g, 77%).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. filtrationfiltered through Celite
  3. customThe filtrate was evaporated in vacuo
  4. custompurified by column chromatography (EtOAc:petroleum ether, 0:1 to 1:10)

Quellen und Nachweise

ORD-Eintrag
ord-aeb1ebc553bf47c198af5002db95fe6c
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249085B2

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