Dimethylformamide → HCID 67778586, Verbindung

HRID 1026279

Reaktionsgleichung

Reaktionsgleichung von HRID 1026279
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[O:4][N:3]=1.[F:11][CH2:12][CH:13]1[CH2:15][O:14]1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[F:11][CH2:12][CH:13]([OH:14])[CH2:15][O:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[O:4][N:3]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 104181,2-Epoxy-3-fluoropropaneHCID 11430Potassium CarbonateHCID 178498603HCID 178498603, Verbindung

Produkt 1

HCID 67778586HCID 67778586, VerbindungAusbeute 20,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-hydroxyisoxazole-5-carboxylate (1.88 g), 2-(fluoromethyl)oxirane (1.00 g), potassium carbonate (1.82 g) and DMF (2 mL) was stirred at room temperature for 2 hr, and then at 70° C. overnight. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound as a white powder (585 mg).

Aufarbeitung

  1. customat 70° C.
  2. customovernight
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe obtained organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-3d3184b8ecaf47eea6539dc31b83b13a
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08729102B2

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