Pyridine → Ethyl 3-[(cyclopentylcarbonyl)amino]-2-oxopentanoate

HRID 7549

반응식

HRID 7549 반응식
[CH:1]1([C:6]([NH:8][CH:9]([CH2:13][CH3:14])[C:10]([OH:12])=O)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.ClC(=O)[C:23]([O:25][CH2:26][CH3:27])=[O:24]>O1CCCC1>[CH:1]1([C:6]([NH:8][CH:9]([CH2:13][CH3:14])[C:10](=[O:12])[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 20884Ethoxalyl chlorideHCID 219912592-[(Cyclopentylcarbonyl)amino]butanoic acid

생성물 1

HCID 21991319Ethyl 3-[(cyclopentylcarbonyl)amino]-2-oxopentanoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1.6 g (8 mmol) 2-[(cyclopentylcarbonyl)amino]butanoic acid are suspended in 30 ml tetrahydrofurane and heated to reflux together with 1.91 g (24 mmol) pyridine and a bit of N,N-dimethylaminopyridine. While heating at reflux, 2.19 g (16 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.

후처리

  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

출처 및 근거

ORD 기록
ord-806f557d0a9c4151b5de0201eb12a922
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087605B2

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