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Sodium Hydroxide → (2-Benzoyl-4,5-dichloro-1 H-indol-3-yl)acetic Acid

HRID 396430
ノート
印刷プレビュー

反応式

HRID 396430 の反応式
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:12]([O:14]CC)=O)[NH:6]2.[OH-:17].[Na+]>C(O)C>[C:12]([C:5]1[NH:6][C:7]2[C:3]([C:4]=1[CH2:5][C:12]([OH:14])=[O:17])=[C:2]([Cl:1])[C:10]([Cl:11])=[CH:9][CH:8]=2)(=[O:14])[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:3]=1
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 4714971ethyl 4,5-dichloro-1H-indole-2-carboxylate

生成物 1

HCID 9950187(2-Benzoyl-4,5-dichloro-1 H-indol-3-yl)acetic Acid収率 94%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of ethyl 4,5-dichloroindole-2-carboxylate (Ishii et al., Chem. Pharm. Bull., 1974, 22, 1981., 1.8 g, 7.0 mmol) in ethanol (40 ml) was added 2N aqueous NaOH (10 ml) and the mixture was heated at reflux temperature for 2 h. The mixture was cooled to room temperature and concentrated. The residual solid was acidified with 2N aqueous HCl (30 ml) and extracted with diethyl ether (80 ml×2). The organic extracts were dried (MgSO4) and concentrated to give 1.5 g (94%) of the title compound as yellow solids.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature for 2 h
  3. concentrationconcentrated
  4. extractionextracted with diethyl ether (80 ml×2)
  5. dry with materialThe organic extracts were dried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-4a36680f268445fcbe969501f6cc3326
出典データセット
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06608070B1

反応ノート

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