Ethanol → ethyl 7-nitro-2-phenyl-1H-indole-5-carboxylate

HRID 2089584ノート

反応式

HRID 2089584 の反応式
[C:1]1([C:7]2[NH:8][C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([C:16]([OH:18])=[O:17])=[CH:11][C:10]=3[N+:19]([O-:21])=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[OH-].[Na+].[CH2:29](O)[CH3:30]>>[CH2:29]([O:17][C:16]([C:12]1[CH:13]=[C:14]2[C:9](=[C:10]([N+:19]([O-:21])=[O:20])[CH:11]=1)[NH:8][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[CH:15]2)=[O:18])[CH3:30]

参加物

5

反応物 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 684765287-Nitro-2-phenyl-1h-indole-5-carboxylic acid

生成物 1

HCID 68474038ethyl 7-nitro-2-phenyl-1H-indole-5-carboxylate収率 95%

反応条件

温度
50 °C

実験手順

2-Phenyl-7-nitro-1H-indole-5-carboxylic acid (14.1 g, 50 mmol) prepared in Preparation 30 was dissolved in ethanol (40 mL). Conc. sulfuric acid (10 mL) was added thereto, and the mixture was stirred for 2 h at 50° C. After completion of the reaction, 1N NaOH was added to the reaction mixture, which was then extracted with EtOAc, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was recrystallized from EtOAc and hexane to give the title compound (14.1 g, Yield 95%).

後処理

  1. additionwas added to the reaction mixture, which
  2. extractionwas then extracted with EtOAc
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was recrystallized from EtOAc and hexane

出典と根拠

ORDレコード
ord-405e157f6b66449d862a3b1ad84ee749
出典データセット
uspto-grants-2013_05
特許番号
US08436038B2

反応ノート

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