Iodoethane → 4-Bromo-1-ethoxy-2-nitrobenzene

HRID 130409

Reaktionsgleichung

Reaktionsgleichung von HRID 130409
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](I)[CH3:19]>CC(=O)CC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:18][CH3:19])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 243644-Bromo-2-nitrophenol

Produkt 1

HCID 222831884-Bromo-1-ethoxy-2-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

4-Bromo-2-nitrophenol (5.0 g, 23 mmol) and potassium carbonate (9.52 g, 69 mmol) were suspended in 2-butanone (100 ml). Ethyl iodide (2.2 ml, 28 mmol) was added dropwise at room temperature and stirred for 30 minutes. The suspension was heated at reflux for 18 hours, cooled and filtered, and the residue washed with acetone. The filtrate was concentrated in vacuo to a crude solid that was used without further purification (D14). 1H-NMR (CDCl3) δ 7.42 (1H, d, J 2.5 Hz), 7.60 (1H, dd, J 9.0, 2.5 Hz), 6.96 (1H, d, J 9.0 Hz), 4.17 (2H, q, J 7.0 Hz), 1.47 (3H, t, J 7.0 Hz).

Aufarbeitung

  1. temperatureThe suspension was heated
  2. temperatureat reflux for 18 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washthe residue washed with acetone
  6. concentrationThe filtrate was concentrated in vacuo to a crude solid that
  7. customwas used without further purification (D14)

Quellen und Nachweise

ORD-Eintrag
ord-fb9bc193cfa74a289e987198dbf5bdf9
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07381728B2

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