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

HRID 491518
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HRID 491518 반응식
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]
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0fcba17e5d4f41b1b80bdb58b5e177d3
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07531554B2

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