Potassium Carbonate → 1-(4-Chlorobenzoyl)-1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropane

HRID 2371912ノート

反応式

HRID 2371912 の反応式
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[N:12]=[CH:11][NH:10][N:9]=1.Br[CH:14]([CH2:24][CH2:25]Cl)[C:15]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)=[O:16]>CC(C)=O>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]([C:14]2([N:10]3[CH:11]=[N:12][C:8]([Cl:7])=[N:9]3)[CH2:25][CH2:24]2)=[O:16])=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 1071672-Bromo-4-chloro-1-(4-chlorophenyl)butan-1-oneHCID 178478410HCID 178478410、化合物

生成物 1

HCID 146972271-(4-Chlorobenzoyl)-1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropane収率 90%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

A mixture of 34 g (246 mmol) of potassium carbonate and 35 g (338 mmol) of 3-chloro-1,2,4-triazole in 130 ml of acetone is refluxed. To this mixture there is added dropwise a solution of 50 g (169 mmol) of 2-bromo-4-chloro-1-(4-chlorophenyl)-butan-1-one in 60 ml of acetone. The mixture is boiled under reflux for a further 8 hours, the solid residue is then filtered off with suction, and the solvent is stripped off under reduced pressure. The residue which remains is taken up in ethyl acetate. The solution is washed with water, dried over sodium sulphate and concentrated under reduced pressure. The residue which remains is chromatographed on silica gel using dichloromethane as the eluent. Concentration of the eluate by evaporation gives 42.9 g (90% of theory) of 1-(4-chlorobenzoyl)-1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropane in the form of a solid of melting point 85° C.

後処理

  1. temperatureis refluxed
  2. temperatureunder reflux for a further 8 hours
  3. filtrationthe solid residue is then filtered off with suction
  4. washThe solution is washed with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue which remains is chromatographed on silica gel
  8. customConcentration of the eluate by evaporation

出典と根拠

ORDレコード
ord-f0e212b1dd4042c7b53846df5a505cd3
出典データセット
uspto-grants-1992_03
特許番号
US05096913

反応ノート

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