Sulfuric Acid → 1-Bromo-4-fluoro-2-methyl-3-nitrobenzene

HRID 1771650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1771650
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N+:9]([O-:11])=[O:10].OS(O)(=O)=O.C1C(=O)N([Br:24])C(=O)C1>C(O)(C(F)(F)F)=O>[Br:24][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([N+:9]([O-:11])=[O:10])[C:4]=1[CH3:8]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 67184N-bromobutanimideHCID 197738031-Fluoro-3-methyl-2-nitrobenzene

Produkt 1

HCID 585404001-Bromo-4-fluoro-2-methyl-3-nitrobenzeneAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

To a solution of 1-fluoro-3-methyl-2-nitro-benzene (5 g, 32.24 mmol, 1.0 eq) in TFA (25 mL) and conc.H2SO4 (10 mL) at 0° C. was added NBS (6.31 g, 35.46 mmol, 1.1 eq) in portions. After addition, the mixture was stirred at room temperature for 2 h. The resulting mixture was poured onto ice and the precipitate that formed collected by filtration, washed with water and dried in vacuo to give the title compound as a yellow solid (5 g, 67%).

Aufarbeitung

  1. additionAfter addition
  2. additionThe resulting mixture was poured onto ice
  3. customthe precipitate that formed
  4. filtrationcollected by filtration
  5. washwashed with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e59d487442eb4b0a99fbf1d3784c9198
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249085B2

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