Water → 3-Phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acid

HRID 128869노트

반응식

HRID 128869 반응식
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([S:16]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[C:8]=2[C:26]([O:28]C(C)(C)C)=[O:27])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC(Cl)(Cl)C(O)=O.O>C(Cl)Cl>[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([S:16]([C:19]3[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=3)(=[O:18])=[O:17])[C:8]=2[C:26]([OH:28])=[O:27])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 6421Trichloroacetic AcidHCID 18688802t-Butyl 3-phenyl-1-(p-toluenesulfonyl)indole-2-carboxylate

생성물 1

HCID 186887843-Phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acid수율 94.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 2.55 g of compound J in 10 cc of methylene chloride was added 2.20 g of trichloroacetic acid under ice-cooling and the mixture was stirred for 16 hours. Water was added to the reaction mixture, the desired compound was extracted with ethyl acetate. The extract was dried over magnesium sulfate and distilled to remove the solvent. The crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=3/7) to obtain 2.10 g of 3-phenyl-1-(p-toluenesulfonyl)indole-2-carboxylic acid. Yield: 94.1%.

후처리

  1. temperaturecooling
  2. extractionthe desired compound was extracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. distillationdistilled
  5. customto remove the solvent
  6. customThe crude product thus obtained
  7. customwas purified by a silica gel column chromatography (eluent: ethyl acetate/hexane=3/7)

출처 및 근거

ORD 기록
ord-b4a3272094b04cfbb7c837b9c034f8db
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464863

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