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Sodium Hydroxide → 6-[(2,3-Dichlorophenyl)methyl]-1-(2-hydroxyethyl)-4-oxo-quinoline-3-carboxylic acid

HRID 491518
ノート
印刷プレビュー

反応式

HRID 491518 の反応式
C([O:4][CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=3[Cl:25])=[CH:14][CH:15]=2)[C:10](=[O:26])[C:9]([C:27]([O:29]CC)=[O:28])=[CH:8]1)(=O)C.[OH-].[Na+]>C(O)C>[Cl:25][C:19]1[C:20]([Cl:24])=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:7]([CH2:6][CH2:5][OH:4])[CH:8]=[C:9]([C:27]([OH:29])=[O:28])[C:10]2=[O:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 23083945Ethyl 1-(2-acetoxyethyl)-6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate

生成物 1

HCID 52769686-[(2,3-Dichlorophenyl)methyl]-1-(2-hydroxyethyl)-4-oxo-quinoline-3-carboxylic acid収率 88.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl 1-(2-acetoxyethyl)-6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate (6.0 g, 13.0 mmol) obtained in Step 4 was suspended in ethanol (480 ml), 4N aqueous sodium hydroxide solution (84 ml, 21 mmol) was added, and the mixture was heated under reflux for 30 min. After allowing to cool, the reaction mixture was partially concentrated under reduced pressure and hydrochloric acid was added. The precipitated solid was collected by filtration, washed with water and ethanol, and vacuum dried to give the object product (4.5 g, yield 85%) as a white solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 min
  3. temperatureto cool
  4. concentrationthe reaction mixture was partially concentrated under reduced pressure and hydrochloric acid
  5. additionwas added
  6. filtrationThe precipitated solid was collected by filtration
  7. washwashed with water and ethanol, and vacuum
  8. customdried

出典と根拠

ORDレコード
ord-0fcba17e5d4f41b1b80bdb58b5e177d3
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07531554B2

反応ノート

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