Water → 1-Chloro-4-ethoxy-2-nitrobenzene

HRID 1275679

Reaktionsgleichung

Reaktionsgleichung von HRID 1275679
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12](I)[CH3:13].C(=O)([O-])[O-].[K+].[K+].O>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:12][CH3:13])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 691274-Chloro-3-nitrophenol

Produkt 1

HCID 2407341-Chloro-4-ethoxy-2-nitrobenzeneAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 4-chloro-3-nitrophenol (5.21 g, 30 mmol) in acetone (60 ml) were added ethyl iodide (5.94 g, 38 mmol) and potassium carbonate (4.53 g, 33 mmol), followed by stirring at 50° C. for 5 hours. After allowing to stand overnight, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography [eluent; ethyl acetate-hexane (1:4)] to give the title compound (5.72 g).

Aufarbeitung

  1. waitto stand overnight
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materiala saturated aqueous sodium chloride solution and dried
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography [eluent; ethyl acetate-hexane (1:4)]

Quellen und Nachweise

ORD-Eintrag
ord-f22391096a7a4478923087fc634a3098
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162832

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