반응 #1005943

ord-6523072674364afe98ed0a6ef5147b03

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09271501B2uspto-grants-2016_03