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Benzenepropanal → 5-(3-Phenylpropylidene)-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]oxazolidine-2,4-dione

HRID 357091
ノート
印刷プレビュー

反応式

HRID 357091 の反応式
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]3[C:19](=[O:20])[CH2:18][O:17][C:16]3=[O:21])[C:5]=12.N1CCCC1.[C:27]1([CH2:33][CH2:34][CH:35]=O)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(O)C>[C:27]1([CH2:33][CH2:34][CH:35]=[C:18]2[O:17][C:16](=[O:21])[N:15]([CH2:14][CH2:13][CH2:12][CH2:11][O:10][C:6]3[C:5]4[N:4]([CH:3]=[CH:2][N:1]=4)[CH:9]=[CH:8][CH:7]=3)[C:19]2=[O:20])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7707Benzenepropanal2 回HCID 31268Pyrrolidine2 回HCID 189367393-[4-(Imidazo[1,2-a]pyridin-8-yloxy)butyl]oxazolidine-2,4-dione

生成物 1

HCID 572299165-(3-Phenylpropylidene)-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]oxazolidine-2,4-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

反応条件

温度
60 °C

実験手順

1.45 g (5 mmol) of 3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]oxazolidine-2,4-dione and 20 ml of ethanol were placed in a reaction flask, followed by stirring at 60° C. for 20 minutes, to dissolve the starting materials. After this mixture was kept standing to 50° C., an ethanol solution of 0.05 ml (0.5 mmol) of pyrrolidine was added. Next, an ethanol solution of 0.66 ml (5 mmol) of 3-phenylpropionaldehyde was added, followed by refluxing for 19 hours. 3.5 hours later, 0.66 ml (5 mmol) of 3-phenylpropionaldehyde and 0.05 ml (0.5 mmol) of pyrrolidine were added. After the reaction mixture was cooled, the solvent was distilled off, followed by extraction with dichloromethane and water. After the organic layer was dried with sodium sulfate, the solvent was distilled off. The residue was eluted by column chromatography (eluent, hexane/ethyl acetate=1/2) to yield 15 mg (0.74%, yellow oily substance) of the desired product.

後処理

  1. dissolutionto dissolve the starting materials
  2. customwas kept standing to 50° C.
  3. temperatureby refluxing for 19 hours
  4. temperatureAfter the reaction mixture was cooled
  5. distillationthe solvent was distilled off
  6. extractionfollowed by extraction with dichloromethane and water
  7. dry with materialAfter the organic layer was dried with sodium sulfate
  8. distillationthe solvent was distilled off
  9. washThe residue was eluted by column chromatography (eluent, hexane/ethyl acetate=1/2)

出典と根拠

ORDレコード
ord-a9a4cc3eb8f6467ab5783254403ff741
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05840732

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート