Pyridine → Ethyl 3-acetamido-2-oxopentanoate

HRID 1241488

反応式

HRID 1241488 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 tetra-hydrofurane 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-54f0eb3cdb5c4292b2e5ea3daa860157
出典データセット
uspto-grants-2006_10
特許番号
US07115602B2

関連ノート

読み込み中…