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8-Aminoquinoline → Methyl 4-(8-quinolylaminomethyl)benzoate

HRID 11854
ノート
印刷プレビュー

反応式

HRID 11854 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=1>CN(C=O)C>[N:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][CH2:19][C:20]2[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=2)[CH:7]=[CH:8][CH:9]=1
参加物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 113598-AminoquinolineHCID 11430Potassium CarbonateHCID 256687Methyl 4-(bromomethyl)benzoate

生成物 1

HCID 21973698Methyl 4-(8-quinolylaminomethyl)benzoate収率 172.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

8-Aminoquinoline (1.26 g) was dissolved in DMF (20 ml), and potassium carbonate (1.2 g) and methyl 4-bromomethylbenzoate (1.0 g) were added. After stirring for 20 hours, the reaction solution was concentrated. The resulting residue was diluted with chloroform and water was added. The mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated to obtain the title compound (2.20 g) as a yellow syrup.

後処理

  1. concentrationthe reaction solution was concentrated
  2. additionThe resulting residue was diluted with chloroform and water
  3. additionwas added
  4. extractionThe mixture was extracted with chloroform
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-2e776eb67f904408b46f21893414ce16
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07098215B2

反応ノート

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