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Pyrrole-2-carboxaldehyde → Methyl 3-(1H-pyrrol-2-yl)propanoate

HRID 2399834
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HRID 2399834 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[C:8]([CH:12]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:10][CH3:11])=[O:9]>C1C=CC=CC=1>[CH3:11][O:10][C:8]([CH2:12][CH2:6][C:2]1[NH:1][CH:5]=[CH:4][CH:3]=1)=[O:9]
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참가 물질

4

반응물 2

HCID 13854Pyrrole-2-carboxaldehydeHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester

생성물 1

HCID 14668764Methyl 3-(1H-pyrrol-2-yl)propanoate

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

The 2-(2-methoxycarbonylethyl)pyrrole is prepared as follows: A solution of pyrrole-2-carboxaldehyde (3.9 g, 41 mmol) and (carbomethoxymethylene)triphenylphosphorane (14 g, 42 mmol) in 160 mL of dry benzene is heated at reflux for 18 hours under a nitrogen atmosphere. After cooling, the reaction mixture is concentrated under vacuum and the resulting oil is purified by silica gel column chromatography, eluting with a mixture of ethyl acetate and hexane (1:9) to give 5.11 g of a mixture of cis- and trans-methyl 2-(2-pyrrolyl)acrylate.

후처리

  1. temperatureat reflux for 18 hours under a nitrogen atmosphere
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture is concentrated under vacuum
  4. customthe resulting oil is purified by silica gel column chromatography
  5. washeluting with a mixture of ethyl acetate and hexane (1:9)

출처 및 근거

ORD 기록
ord-0298f18eedcc49d5af009c9224d0cc87
출처 데이터셋
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05451663

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