Methyl acetoacetate → Methyl 1-acetylcyclopropane-1-carboxylate

HRID 1790876ノート

反応式

HRID 1790876 の反応式
[CH3:1][O:2][C:3](=[O:8])[CH2:4][C:5]([CH3:7])=[O:6].C(=O)([O-])[O-].[K+].[K+].Br[CH:16](Br)[CH3:17]>CC(C)=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]([C:4]1([C:5](=[O:6])[CH3:7])[CH2:17][CH2:16]1)=[O:8]

参加物

6

反応物 3

HCID 7757Methyl acetoacetateHCID 112011,1-DibromoethaneHCID 11430Potassium Carbonate

生成物 1

HCID 10214400Methyl 1-acetylcyclopropane-1-carboxylate

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

56 g of acetoacetic acid methyl ester 3 is dissolved in 500 ml of acetone, and 276.2 g of potassium carbonate as well as 86 ml of dibromoethane are added while being cooled with ice. It is heated under nitrogen to 50° C. and stirred for 72 hours at this temperature. After cooling, the mixture is diluted with ethyl acetate, washed with water and saturated sodium chloride solution, dried on sodium sulfate and concentrated by evaporation. The residue is distilled in a vacuum, whereby 66 g of the title compound is obtained as a colorless oil.

後処理

  1. temperaturewhile being cooled with ice
  2. temperatureAfter cooling
  3. washwashed with water and saturated sodium chloride solution
  4. customdried on sodium sulfate
  5. concentrationconcentrated by evaporation
  6. distillationThe residue is distilled in a vacuum

出典と根拠

ORDレコード
ord-288b99af453e4009bbf2075cf217e681
出典データセット
uspto-grants-2006_07
特許番号
US07071344B1

反応ノート

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