Methyl acetoacetate → Methyl 1-acetylcyclopropane-1-carboxylate

HRID 83581ノート

反応式

HRID 83581 の反応式
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17]Br>CC(C)=O>[CH3:8][O:7][C:1]([C:2]1([C:3](=[O:4])[CH3:5])[CH2:17][CH2:16]1)=[O:6]

参加物

5

反応物 3

HCID 7757Methyl acetoacetateHCID 78391,2-DibromoethaneHCID 11430Potassium Carbonate

生成物 1

HCID 10214400Methyl 1-acetylcyclopropane-1-carboxylate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
65 °C

実験手順

To a solution of methyl acetoacetate (3 ml) in acetone (30 ml) were sequentially added potassium carbonate (11.54 g) and 1,2-dibromoethane (2.4 ml) at room temperature, and the mixture was stirred at 65° C. for 17 hours. This reaction mixture was filtered, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1) to give the titled compound (2.17 g).

後処理

  1. customat room temperature
  2. filtrationThis reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-6de4f53d1c7c4a7686de67513f7896dc
出典データセット
uspto-grants-2014_09
特許番号
US08846746B2

反応ノート

読み込み中…