Acetic Anhydride → (E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-1,2,4-oxadiazole

HRID 1491969ノート

反応式

HRID 1491969 の反応式
[Cl:1][C:2]1[C:3]([F:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)/[CH:5]=[CH:6]/[C:7](=[N:9][OH:10])[NH2:8].[C:15](OC(=O)C)(=O)[CH3:16]>>[Cl:1][C:2]1[C:3]([F:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)/[CH:5]=[CH:6]/[C:7]1[N:8]=[C:15]([CH3:16])[O:10][N:9]=1

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 86748305(E)-3-chloro-2-fluoro-cinnamamide oxime

生成物 1

HCID 23364564(E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-1,2,4-oxadiazole収率 75.6%

実験手順

6.4 g (0.03 mol) of (E)-3-chloro-2-fluoro-cinnamamide oxime are introduced into 50 ml of acetic anhydride and the mixture is stirred for 2 hours at reflux temperature. The entire batch is subsequently concentrated in vacuo, the residue is stirred with sodium carbonate solution and the mixture is extracted with methylene chloride. The organic phase is dried over sodium sulphate and the solvent is distilled off. 5.1 g (75.6% of theory) of (E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-1,2,4-oxadiazole are obtained.

後処理

  1. temperatureat reflux temperature
  2. concentrationThe entire batch is subsequently concentrated in vacuo
  3. stirringthe residue is stirred with sodium carbonate solution
  4. extractionthe mixture is extracted with methylene chloride
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-9577eda8f2994b8e9d06b601b2403d3a
出典データセット
uspto-grants-1994_12
特許番号
US05371231

反応ノート

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