Pyridine → Ethyl 3-acetamido-2-oxopentanoate

HRID 7536

反応式

HRID 7536 の反応式
[C:1]([NH:4][CH:5]([CH2:9][CH3:10])[C:6]([OH:8])=O)(=[O:3])[CH3:2].N1C=CC=CC=1.ClC(=O)[C:19]([O:21][CH2:22][CH3:23])=[O:20]>O1CCCC1>[C:1]([NH:4][CH:5]([CH2:9][CH3:10])[C:6](=[O:8])[C:19]([O:21][CH2:22][CH3:23])=[O:20])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 1049PyridineHCID 20884Ethoxalyl chlorideHCID 3061072-(Acetylamino)butanoic acid

生成物 1

HCID 21935058Ethyl 3-acetamido-2-oxopentanoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

9.2 g (63.4 mmol) 2-(acetylamino)butanoic acid are suspended in 120 ml tetrahydro-furane and heated to reflux together with 15.0 g (190 mmol) pyridine and a bit of N,N-dimethylaminopyridine. While heating at reflux, 17.3 g (127 mmol) ethyl chloro(oxo)acetate are added dropwise. The reaction mixture is heated at reflux until no more evolution of gas can be observed. After cooling down to room temperature, the reaction mixture is added to ice water and the organic phase extracted with ethyl acetate. The dried organic phase is evaporated to dryness in vacuo, dissolved in ethanol and the solution directly used for the next reaction.

後処理

  1. temperatureheated
  2. temperatureWhile heating
  3. temperatureat reflux
  4. temperatureThe reaction mixture is heated
  5. temperatureat reflux until no more evolution of gas
  6. extractionthe organic phase extracted with ethyl acetate
  7. customThe dried organic phase is evaporated to dryness in vacuo
  8. dissolutiondissolved in ethanol
  9. customthe solution directly used for the next reaction

出典と根拠

ORDレコード
ord-104f1562f4d446dfad9da36770411e4b
出典データセット
uspto-grants-2006_08
特許番号
US07087605B2

関連ノート

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