1,2-Dichloroethane → Ethyl benzoylacetate

HRID 1989797ノート

反応式

HRID 1989797 の反応式
Cl[CH2:2][CH2:3]Cl.C([CH:7]([C:11]([O-:13])=O)[C:8]([O-:10])=[O:9])C.[K+].[K+].Cl.C(#N)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>[Cl-].[Zn+2].[Cl-]>[C:11]([CH2:7][C:8]([O:10][CH2:2][CH3:3])=[O:9])(=[O:13])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 7505BenzonitrileHCID 86617294Potassium ethylmalonate

生成物 1

HCID 7170Ethyl benzoylacetate収率 75%

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

反応条件

温度
90 °C

実験手順

To 100 □ of 1,2-dichloroethane were added 5.5 □ of benzonitrile, 7.2 g of zinc chloride, and 11 g of potassium ethylmalonate, and then the mixture was stirred at reflux. After the reaction was completed, 100 □ of 6 N hydrochloric acid was added to the mixture, which then was stirred at reflux at 90° C. for 1 hour. After confirming completion of the reaction by TLC, the solution was cooled to 20° C., and then an organic layer was separated therefrom. The organic layer was concentrated through distillation under reduced pressure. Thus resulted residue was purified by silica gel column chromatography (eluent: ethylacetate/n-hexane=1/20, v/v) to obtain the title compound in the yield of 75% (7.6 g).

後処理

  1. temperatureat reflux
  2. stirringthen was stirred
  3. customcompletion of the reaction by TLC
  4. temperaturethe solution was cooled to 20° C.
  5. customan organic layer was separated
  6. concentrationThe organic layer was concentrated through distillation under reduced pressure
  7. customThus resulted residue was purified by silica gel column chromatography (eluent

出典と根拠

ORDレコード
ord-45934e01d91a49cb9462ce9b1839f454
出典データセット
uspto-grants-2010_01
特許番号
US07642356B2

反応ノート

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