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Pentafluoronitrobenzene → 1,2,4,5-Tetrafluoro-3-methoxy-6-nitrobenzene

HRID 352260
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 352260
[F:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([F:11])[C:5]([F:12])=[C:4](F)[C:3]=1[F:14].[CH3:15][O-:16].[Na+]>CO>[F:1][C:2]1[C:3]([F:14])=[C:4]([O:16][CH3:15])[C:5]([F:12])=[C:6]([F:11])[C:7]=1[N+:8]([O-:10])=[O:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 70154PentafluoronitrobenzeneHCID 10942334Sodium Methoxide

Produkt 1

HCID 42613721,2,4,5-Tetrafluoro-3-methoxy-6-nitrobenzeneAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

50 g of pentafluoronitrobenzene was dissolved in 400 ml of dry methanol. Thereto was dropwise added, with ice-cooling, a solution of 13.95 g of sodium methoxide dissolved in 50 ml of dry methanol. A reaction was allowed to take place at room temperature for 2 hours. The reaction mixture was concentrated to a volume of about ⅓ under vacuum. The residue was poured into 500 ml of water. The organic layer was extracted with 300 ml of ether. The ether layer was washed with an aqueous sodium chloride solution and dried over MgSO4. The resulting solution was subjected to vacuum distillation to remove the solvent. The residue was subjected to vacuum distillation (96 to 97° C./0.35 mmHg (47 Pa)) to obtain 38 g of 2,3,5,6-tetrafluoro-4-methoxynitrobenzene (yield: 72%).

Aufarbeitung

  1. additionThereto was dropwise added, with ice-
  2. temperaturecooling
  3. customat room temperature
  4. customfor 2 hours
  5. concentrationThe reaction mixture was concentrated to a volume of about ⅓ under vacuum
  6. additionThe residue was poured into 500 ml of water
  7. extractionThe organic layer was extracted with 300 ml of ether
  8. washThe ether layer was washed with an aqueous sodium chloride solution
  9. dry with materialdried over MgSO4
  10. distillationThe resulting solution was subjected to vacuum distillation
  11. customto remove the solvent
  12. distillationThe residue was subjected to vacuum distillation (96 to 97° C./0.35 mmHg (47 Pa))

Quellen und Nachweise

ORD-Eintrag
ord-9b4f7023777043d5a890227bde1e6aa3
Quelldatensatz
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06746722B2

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