N-bromobutanimide → (2-Bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine

HRID 1473935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1473935
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[Br:16]N1C(=O)CCC1=O.C(=O)([O-])O.[Na+]>C(#N)C>[Br:16][C:8]1[CH:7]=[C:6]([C:9]([F:12])([F:11])[F:10])[CH:5]=[C:4]([N+:13]([O-:15])=[O:14])[C:3]=1[NH:2][CH3:1]

Komponenten

5

Edukt 3

HCID 67184N-bromobutanimideHCID 88405Benzenamine, N-methyl-2-nitro-4-(trifluoromethyl)-HCID 516892Sodium Bicarbonate

Produkt 1

HCID 68878922(2-Bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amineAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a mixture of methyl-(2-nitro-4-trifluoromethyl-phenyl)-amine (16 g) and acetonitrile (200 ml) was added N-bromosuccinimide (15 g) while ice-cooling. The reaction mixture was stirred at room temperature for 5 hours. To the resulting reaction mixture was poured saturated aqueous sodium hydrogen carbonate solution, and then the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give (2-bromo-6-nitro-4-trifluoromethyl-phenyl)-methyl-amine (15 g).

Aufarbeitung

  1. temperaturecooling
  2. customTo the resulting reaction mixture
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d1d096e199934618b2a54173d1192808
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018134B2

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