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

HRID 2229126ノート

反応式

HRID 2229126 の反応式
[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

参加物

5

反応物 3

HCID 702EthanolHCID 447466Crotonaldehyde2 回HCID 178420772HCID 178420772、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c8fd647f8064429daae3de38fc4cf4c8
出典データセット
uspto-grants-2002_07
特許番号
US06420343B1

反応ノート

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