反応 #1005943

ord-6523072674364afe98ed0a6ef5147b03

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09271501B2uspto-grants-2016_03