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Perfluoro-1-butanesulfonyl fluoride → HCID 86674269, Verbindung

HRID 405198
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 405198
CC([O-])(C)C.[K+].[Cl:7][C:8]1[C:9]([C:17]([F:20])([F:19])[F:18])=[CH:10][C:11]([OH:16])=[C:12]([CH:15]=1)[CH:13]=[O:14].[F:21][C:22]([F:37])([S:33](F)(=[O:35])=[O:34])[C:23]([F:32])([F:31])[C:24]([F:30])([F:29])[C:25]([F:28])([F:27])[F:26]>C1COCC1>[F:37][C:22]([F:21])([S:33]([O:16][C:11]1[CH:10]=[C:9]([C:17]([F:18])([F:19])[F:20])[C:8]([Cl:7])=[CH:15][C:12]=1[CH:13]=[O:14])(=[O:35])=[O:34])[C:23]([F:31])([F:32])[C:24]([F:30])([F:29])[C:25]([F:28])([F:27])[F:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 67814Perfluoro-1-butanesulfonyl fluorideHCID 23665647Potassium tert-butoxideHCID 86674268HCID 86674268, Verbindung

Produkt 1

HCID 86674269HCID 86674269, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A 1.04 M THF solution of t-BuOK (4.9 mL, 5.1 mmol) was added to a 0° C., THF solution (4 mL) of 5-chloro-2-hydroxy-4-(trifluoromethyl)benzaldehyde (1.0 g, 4.6 mmol). After 4 min, neat 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl fluoride (1.7 mL, 9.3 mmol) was added and the ice bath was removed. After 1 h at room temperature, AcOH (1 mL) was added and the resulting mixture was concentrated. The resulting material was diluted with DCM and 1M aqueous HCl, the layers were separated, and the organic layer was washed with 1 M NaHCO3, dried (Na2SO4), and concentrated to yield the title compound that was used without further purification.

Aufarbeitung

  1. customthe ice bath was removed
  2. waitAfter 1 h at room temperature
  3. additionAcOH (1 mL) was added
  4. concentrationthe resulting mixture was concentrated
  5. additionThe resulting material was diluted with DCM and 1M aqueous HCl
  6. customthe layers were separated
  7. washthe organic layer was washed with 1 M NaHCO3
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2201bf8f26e44e1790dc8ce1c220b374
Quelldatensatz
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08748624B2

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