Iodoethane → 4-Bromo-5-ethoxy-2-fluoroaniline

HRID 566185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 566185
[NH2:1][C:2]1[C:3]([F:10])=[CH:4][C:5]([Br:9])=[C:6]([OH:8])[CH:7]=1.[CH2:11](I)[CH3:12].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:9][C:5]1[C:6]([O:8][CH2:11][CH3:12])=[CH:7][C:2]([NH2:1])=[C:3]([F:10])[CH:4]=1

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 109656515-Amino-2-bromo-4-fluorophenol

Produkt 1

HCID 132814294-Bromo-5-ethoxy-2-fluoroanilineAusbeute 67,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5-Amino-2-bromo-4-fluorophenol (10.30 g), ethyl iodide (9.36 g) and potassium carbonate (7.59 g) were suspended in acetonitrile (100 ml), and the mixture was heated under refluxing for about 6 hours. After the reaction, the precipitates were filtered, the solvent was distilled off, extracted with ethyl acetate, and dried over anhydrous magnesium sulfate. Then, ethyl acetate was distilled off, and the resulting oily substance was purified by chromatography on silica gel (ethyl acetate:n-hexane=1:3 v/v) to obtain the objective 4-bromo-5-ethoxy-2-fluoroaniline (7.93 g).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder refluxing for about 6 hours
  3. customAfter the reaction
  4. filtrationthe precipitates were filtered
  5. distillationthe solvent was distilled off
  6. extractionextracted with ethyl acetate
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThen, ethyl acetate was distilled off
  9. customthe resulting oily substance was purified by chromatography on silica gel (ethyl acetate:n-hexane=1:3 v/v)

Quellen und Nachweise

ORD-Eintrag
ord-a7297898309f4a7787c521b4ba54118e
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06174839B1

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