Reaktion #1005943

ord-6523072674364afe98ed0a6ef5147b03

Reaktionsgleichung

O
water
CONC(=O)OC
methyl N-methoxycarbamate
C[C@@H]1O[C@@H]1COc1ccn(-c2ccc(Cl)cc2)n1
1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazole
CON1C(=O)OC(COc2ccn(-c3ccc(Cl)cc3)n2)C1C
5-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methoxy-4-methyl-oxazolidin-2-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONhave been added
  2. 2
    workup.STIRRINGThe mixture was stirred at 90° C. for 20 h
  3. 3
    Extraktionextracted thrice with 30 ml ethyl acetate each, the combined extracts
  4. 4
    Trocknenhave been dried with sodium sulfate
  5. 5
    Sonstigethe solvent removed in vacuo
  6. 6
    SonstigeThe crude product (2.5 g) was used without further purification

Vorschrift

To 1.08 g (10.0 mmol) methyl N-methoxycarbamate in 17 ml DMSO have been added with stirring at ambient temperature 1.00 g (8.9 mmol) potassium tert.-butylate. Stirring has been continued for 5 min before 2.00 g (7.56 mmol) 1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazole have been added. The mixture was stirred at 90° C. for 20 h. After cooling to ambient temperature the reaction mixture was poured into 150 ml of water, extracted thrice with 30 ml ethyl acetate each, the combined extracts have been dried with sodium sulfate and the solvent removed in vacuo. The crude product (2.5 g) was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271501B2uspto-grants-2016_03