Water → Ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate

HRID 1440096

Reaktionsgleichung

Reaktionsgleichung von HRID 1440096
C([C:3]1(CC)[CH:8]([C:9]([CH:11]([C:15]([O-:17])=[O:16])C([O-])=O)=[O:10])[C:7]([F:18])=[C:6]([O:19][CH:20]([F:22])[F:21])[C:5]([F:23])=[C:4]1[F:24])C.O.[C:28]1(C)C=CC(S(O)(=O)=O)=C[CH:29]=1.O.C(=O)(O)[O-].[Na+]>O1CCOCC1>[F:22][CH:20]([F:21])[O:19][C:6]1[C:7]([F:18])=[C:8]([CH:3]=[C:4]([F:24])[C:5]=1[F:23])[C:9]([CH2:11][C:15]([O:17][CH2:28][CH3:29])=[O:16])=[O:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 131719294Diethyl-3-difluoromethoxy-2,4,5trifluorobenzoylmalonate

Produkt 1

HCID 15023784Ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The whole of the diethyl-3-difluoromethoxy-2,4,5trifluorobenzoylmalonate [(XIV), R1 =--OCHF2, R3' =H, R17 =C2H5, X=X'=F] [prepared as described in step (a) above] was dissolved in 200 ml of dioxane, and then 4.52 g (0.0238 moles) of p-toluenesulfonic acid monohydrate were added to the resulting solution. The mixture was then heated under reflux for 6 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure. 100 ml of water and 2.52 g (0.03 moles) of sodium bicarbonate were added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure to give 5.66 g of ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate as a reddish brown liquid.

Aufarbeitung

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 6 hours
  3. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1dda4225dd734335ae5eff69c4f52e58
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496951

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