Ethyl orthoformate → HCID 9837432、化合物

HRID 22294ノート

反応式

HRID 22294 の反応式
[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

参加物

4

反応物 2

HCID 31214Ethyl orthoformateHCID 53776389HCID 53776389、化合物

生成物 1

HCID 9837432HCID 9837432、化合物収率 57.4%

試薬・触媒・溶媒 1

HCID 8000Boron trifluoride etherate触媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-37b961b7618c4f79bcf7539528f74aad
出典データセット
uspto-grants-1995_06
特許番号
US05428047

反応ノート

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