Potassium Carbonate → 2-[(2-Chloro-4-fluorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one

HRID 1995493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1995493
[CH3:1][C:2]1([CH3:8])[CH2:6][O:5][NH:4][C:3]1=[O:7].[Cl:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[CH2:17]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.CCCCCC>[Cl:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[CH2:17][N:4]1[C:3](=[O:7])[C:2]([CH3:8])([CH3:1])[CH2:6][O:5]1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 6421514,4-Dimethyl-1,2-oxazolidin-3-oneHCID 27250621-(Bromomethyl)-2-chloro-4-fluorobenzene

Produkt 1

HCID 131925732-[(2-Chloro-4-fluorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-oneAusbeute 30,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution of 0.52 grams (0.005 mole) of 4,4-dimethyl-3-isoxazolidinone, 1.0 gram (0.005 mole) of (2-chloro-4-fluorophenyl)methyl bromide and 0.62 gram (0.005 mole) of potassium carbonate in 40 ml of dimethylformamide was stirred at ambient temperature for 18 hours. The dimethylformamide was removed under high vacuum with mild heat. The residue was extracted with methylene chloride. The extract was filtered and dried with sodium sulfate. The mixture was refiltered and the filtrate concentrated under reduced pressure to give an oil residue. The residue was slurried in warm hexane and a solid was removed by filtration. The filtrate was concentrated under reduced pressure to give 0.39 gram of 2-[(2-chloro-4-fluorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone as an oil.

Aufarbeitung

  1. customThe dimethylformamide was removed under high vacuum with mild heat
  2. extractionThe residue was extracted with methylene chloride
  3. filtrationThe extract was filtered
  4. dry with materialdried with sodium sulfate
  5. concentrationthe filtrate concentrated under reduced pressure
  6. customto give an oil residue
  7. customa solid was removed by filtration
  8. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7718123e0aef4f59bec2b6c76e7e1604
Quelldatensatz
uspto-grants-1983_09
Patentnummer
US04405357

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