Ethanol → β-Methyl-4-(3-pyridinyl)-1H-imidazole-1-propanal

HRID 2229126노트

반응식

HRID 2229126 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:2]=1.C(O)C.[CH:15](=[O:19])/[CH:16]=[CH:17]/[CH3:18]>C1COCC1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]=[CH:9][N:10]([CH:17]([CH3:18])[CH2:16][CH:15]=[O:19])[CH:11]=2)[CH:2]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 447466Crotonaldehyde2회HCID 178420772HCID 178420772, 화합물

생성물 1

HCID 18759767β-Methyl-4-(3-pyridinyl)-1H-imidazole-1-propanal

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution 4pyridin-3-yl-imidazole (10 g, 68.88 mmol) in THF (300 ml) were added ethanol (4.04 ml, 68.88 mmol) and crotonaldehyde (22.83 ml, 275.52 mmol). The resulting mixture was heated under reflux for 18 hours. At this point of time, an additional 2 equiv of crotonaldehyde was added and contiuned to reflux for another 20 hours. TLC analysis indicated the reaction was complete. Solvent was removed in vacuo and the crude aldehyde of formula 18, wherein R7 is methyl and R3 is pyridin-3-yl, which was used without purification.

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperatureto reflux for another 20 hours
  4. customSolvent was removed in vacuo
  5. customthe crude aldehyde of formula 18, wherein R7 is methyl and R3 is pyridin-3-yl, which was used without purification

출처 및 근거

ORD 기록
ord-c8fd647f8064429daae3de38fc4cf4c8
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420343B1

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