Ethanol → 5-Bromo-o-toluidine

HRID 380040

Reaktionsgleichung

Reaktionsgleichung von HRID 380040
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([N+:8]([O-])=O)[CH:7]=1.[Cl-].[NH4+].C(O)C.[OH-].[Na+]>[Fe].O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:7]=1)[NH2:8]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 1235464-Bromo-2-nitrotoluene

Produkt 1

HCID 27348055-Bromo-o-toluidineAusbeute 102,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A slurry of 5-bromo-2-methylnitrobenzene (3.00 g), iron powder (3.11 g), and ammonium chloride (2.97 g), in 3:1 ethanol : water (50 ml) was heated at reflux temperature for 1 hour. The mixture was poured into 10% aqueous sodium hydroxide and filtered through Celite®. The filtrate was then extracted with ethyl acetate, the extracts washed with brine, dried over magnesium sulfate, filtered and evaporated to afford the subtitle compound as an oil (2.64 g).

Aufarbeitung

  1. temperatureat reflux temperature for 1 hour
  2. filtrationfiltered through Celite®
  3. extractionThe filtrate was then extracted with ethyl acetate
  4. washthe extracts washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-0afe2c257b8f4b8fba79f5c0eb0868fb
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06300352B1

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