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Water → 2,2,2-Trifluoro-1-(3-methoxyphenyl)ethanone

HRID 975212
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 975212
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=1)[OH:4].Cl[O-].[Na+].O>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[F:1][C:2]([F:13])([F:14])[C:3]([C:5]1[CH:6]=[C:7]([O:11][CH3:12])[CH:8]=[CH:9][CH:10]=1)=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 962WaterHCID 28292492,2,2-Trifluoro-1-(3-methoxyphenyl)ethanolHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 27597342,2,2-Trifluoro-1-(3-methoxyphenyl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 94433Tetrabutylammonium hydrogen sulfateKatalysator
HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

4.82 g (0.023 mol) of 2,2,2-trifluoro-1-(3-methoxyphenyl)ethanol and 0.4 g (0.0012 mol) of tetrabutylammonium hydrogen sulfate are dissolved in 100 ml of methylene chloride at room temperature. 14.4 ml (0.028 mol) of an approximately 12% strength sodium hypochlorite solution are metered in within 15 minutes with vigorous stirring and the mixture is stirred for a further 6 hours during which the reaction temperature rises to 26° C. The reaction mixture is added to 100 ml of water, the phases are separated, the aqueous phase is extracted several times with methylene chloride and the combined organic phases are washed with saturated aqueous sodium chloride solution. After drying the organic phase with sodium sulfate, the volatiles are distilled off. Following distillation of the crude product in a kugelrohr (0.2 mbar, 60°-70° C. bath temperature), 2.1 g (44% of theory) of 3-trifluoroacetylanisole are obtained. nD20 : 1.4773.

Aufarbeitung

  1. customare metered in within 15 minutes
  2. stirringthe mixture is stirred for a further 6 hours during which the reaction temperature
  3. customrises to 26° C
  4. customthe phases are separated
  5. extractionthe aqueous phase is extracted several times with methylene chloride
  6. washthe combined organic phases are washed with saturated aqueous sodium chloride solution
  7. dry with materialAfter drying the organic phase with sodium sulfate
  8. distillationthe volatiles are distilled off
  9. distillationdistillation of the crude product in a kugelrohr (0.2 mbar, 60°-70° C. bath temperature), 2.1 g (44% of theory) of 3-trifluoroacetylanisole
  10. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-54638de163e34c6cb80914bf7378cad5
Quelldatensatz
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05608062

Notizen zur Reaktion

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