Ethyl orthoformate → HCID 9837432, Verbindung

HRID 22294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 22294
[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)[O:5][CH2:6][C:7](=[N:9][OH:10])[NH2:8].[CH:15](OCC)(OCC)OCC>B(F)(F)F.CCOCC>[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)[O:5][CH2:6][C:7]1[N:8]=[CH:15][O:10][N:9]=1

Komponenten

4

Edukt 2

HCID 31214Ethyl orthoformateHCID 53776389HCID 53776389, Verbindung

Produkt 1

HCID 9837432HCID 9837432, VerbindungAusbeute 57,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8000Boron trifluoride etherateKatalysator

Versuchsvorschrift

7.0 g (32.6 mmol) of 3-chloro-2-methyl-phenoxy-acetamide oxime are introduced into 70 ml of triethyl orthoformate, and 5 drops of boron trifluoride etherate are added at room temperature. The mixture is subsequently stirred at reflux temperature until the reaction is complete (approximately 1 hour) and the entire batch is concentrated in vacuo. The residue is taken up in 100 ml of methylene chloride and washed in succession with 100 ml of 2N hydrochloric acid, saturated sodium carbonate solution and water. The organic phase is dried over sodium sulphate and the solvent is subsequently distilled off. The oily residue which remains is distilled using a bulb tube. 4.2 g (57.4% of theory) of 3-(3-chloro-2-methyl-phenoxymethyl)-1,2,4-oxadiazole are obtained.

Aufarbeitung

  1. additionare added at room temperature
  2. temperatureat reflux temperature until the reaction
  3. custom(approximately 1 hour)
  4. concentrationthe entire batch is concentrated in vacuo
  5. washwashed in succession with 100 ml of 2N hydrochloric acid, saturated sodium carbonate solution and water
  6. dry with materialThe organic phase is dried over sodium sulphate
  7. distillationthe solvent is subsequently distilled off
  8. distillationThe oily residue which remains is distilled

Quellen und Nachweise

ORD-Eintrag
ord-37b961b7618c4f79bcf7539528f74aad
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428047

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