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

HRID 2089584노트

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HRID 2089584 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

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

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온도
50 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-405e157f6b66449d862a3b1ad84ee749
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436038B2

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