Water → 2-Bromo-1,3-dimethyl-4-nitrobenzene

HRID 2105288

Reaktionsgleichung

Reaktionsgleichung von HRID 2105288
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[CH3:11])([O-:3])=[O:2].S(=O)(=O)(O)O.O.[Br:18]([O-])(=O)=O.[K+]>C(O)(=O)C>[Br:18][C:6]1[C:5]([CH3:11])=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=1[CH3:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 69914-Nitro-m-xyleneHCID 23673461Potassium Bromate

Produkt 1

HCID 123959052-Bromo-1,3-dimethyl-4-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 4-nitro-m-xylene (0.96 g, 6.4 mmol) in acetic acid (8 mL) and sulfuric acid (4 g) and Water (4 mL) was added potassium bromate (1.18 g, 7 mmol) portion-wise over 20 minutes. The mixture was allowed to stir 72 hours at room temperature. The desired product was recovered together with starting material after partition between water, and ethyl acetate (2×) washing with water, saturated sodium bicarbonate solution and brine. The organic layer was dried over sodium sulfate, decanted and upon concentration under reduced pressure yielded the desired 2-bromo-1,3-dimethyl-4-nitrobenzene and starting material as an oily solid. The crude mixture was carried on to step two without further purification.

Aufarbeitung

  1. customThe desired product was recovered together with starting material
  2. customafter partition between water, and ethyl acetate (2×)
  3. washwashing with water, saturated sodium bicarbonate solution and brine
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customdecanted and upon concentration under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c0c86338a88b4fbca28da25bfea9236a
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579340B2

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