Acetic Acid → 2-Methyl-3-(4-pyridin-3-yl-imidazol-1-yl)-propioaldehyde

HRID 432565ノート

反応式

HRID 432565 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)(=O)C.[O:16]=[CH:17][C:18](=[CH2:20])[CH3:19]>O1CCCC1>[CH3:19][CH:18]([CH2:20][N:10]1[CH:11]=[C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[N:8]=[CH:9]1)[CH:17]=[O:16]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 6562Methacrolein2 回HCID 178420772HCID 178420772、化合物

生成物 1

HCID 187597712-Methyl-3-(4-pyridin-3-yl-imidazol-1-yl)-propioaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-pyridin-3-yl-imidazole (8.5 g) in THF (tetrahydrofuran) (293 mL) was added acetic acid (16.8 mL) and methacrolein (9.7 mL) and the resulting solution was heated under gentle reflux for 24 hours. Another 9.7 mL methacrolein was added and the solution was heated under reflux for another 24 hours. THF was then removed in vacuo and the residue was purified on a Flash 75 long column eluting with MeOH—CH2Cl2 to give the title compound as slightly yellow oil.

後処理

  1. temperaturethe resulting solution was heated
  2. temperatureunder gentle reflux for 24 hours
  3. temperaturethe solution was heated
  4. temperatureunder reflux for another 24 hours
  5. customTHF was then removed in vacuo
  6. customthe residue was purified on a Flash 75 long column
  7. washeluting with MeOH—CH2Cl2

出典と根拠

ORDレコード
ord-dd026eb52848401abf529341a002f90a
出典データセット
uspto-grants-2003_12
特許番号
US06664238B1

反応ノート

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