Sulfuric Acid → 1-bromo-3-ethyl-5-nitroBenzene

HRID 1452050

Reaktionsgleichung

Reaktionsgleichung von HRID 1452050
[CH2:1]([C:3]1[CH:9]=[C:8]([Br:10])[C:6](N)=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=1)[CH3:2].S(=O)(=O)(O)O.N([O-])=O.[Na+]>C(O)C>[Br:10][C:8]1[CH:6]=[C:5]([N+:11]([O-:13])=[O:12])[CH:4]=[C:3]([CH2:1][CH3:2])[CH:9]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 199734682-Bromo-4-ethyl-6-nitroanilineHCID 23668193Sodium Nitrite

Produkt 1

HCID 189298701-bromo-3-ethyl-5-nitroBenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Dissolve 4-ethyl-2-nitro-6-bromoaniline (6.62g, 27mmol) in ethanol (40mL). Add, by dropwise addition, concentrated sulfuric acid (5mL) and heat at reflux, adding sodium nitrite (4.55g, mmol) in small portions over 25 minutes. Stir at room temperature for several hours, pour onto ice and extract into ethyl acetate. Wash with water (3×) and brine (3×). Dry (MgSO4) and evaporate the solvent in vacuo and purify by silica gel chromatography to give 3-bromo-5-ethylnitrobenzene.

Aufarbeitung

  1. temperatureheat
  2. temperatureat reflux
  3. additionpour onto ice
  4. extractionextract into ethyl acetate
  5. washWash with water (3×) and brine (3×)
  6. dry with materialDry (MgSO4)
  7. customevaporate the solvent in vacuo
  8. custompurify by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3537f4ef0a8b4604818f49ac23273f0b
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05606063

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