StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Nitric Acid → 2,4-Difluoro-5-nitrophenol

HRID 1736237
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1736237
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9]C(OCC)=O.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:15]([O-:17])=[O:16])=[CH:4][C:3]=1[OH:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 111381412,4-difluorophenyl ethyl carbonate

Produkt 1

HCID 109210242,4-Difluoro-5-nitrophenolAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

50.5 g (250 mmol) of the resulting 2,4-difluoro-O-ethoxycarbonylphenol was dissolved in 115 ml of concentrated sulfuric acid, 15.9 ml of fuming nitric acid was added while maintaining the internal temperature at from 10° to 20° C. and the mixture was stirred at the same temperature for 1 hour. The reaction solution was poured into ice water and the mixture was extracted with 500 ml of ethyl acetate. The organic layer was washed twice with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The residue was dissolved in 1.0 liter of methanol, 50 ml of water and 40 g of sodium bicarbonate were added and the mixture was stirred at room temperature for 16 hours. The reaction solution was filtered, methanol was distilled off under reduced pressure, and the mixture was adjusted to pH 5 by addition of 200 ml of water thereto and extracted twice with 200 ml of ethyl acetate. The organic layer was washed once with 400 ml of water and once with 400 ml of an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to give 41.6 g (95%) of 2,4-difluoro-5-nitrophenol.

Aufarbeitung

  1. temperaturewhile maintaining the internal temperature at from 10° to 20° C.
  2. extractionthe mixture was extracted with 500 ml of ethyl acetate
  3. washThe organic layer was washed twice with an aqueous saturated solution of sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. dissolutionThe residue was dissolved in 1.0 liter of methanol
  7. addition50 ml of water and 40 g of sodium bicarbonate were added
  8. stirringthe mixture was stirred at room temperature for 16 hours
  9. filtrationThe reaction solution was filtered
  10. distillationmethanol was distilled off under reduced pressure
  11. additionthe mixture was adjusted to pH 5 by addition of 200 ml of water
  12. extractionextracted twice with 200 ml of ethyl acetate
  13. washThe organic layer was washed once with 400 ml of water and once with 400 ml of an aqueous saturated solution of sodium chloride
  14. dry with materialdried over anhydrous sodium sulfate
  15. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2b2a920355f84c1689e42b39a09fc6f8
Quelldatensatz
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05539112

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion