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Acetic Acid → methyl 6-chloro-2-methyl-1H-indole-3-carboxylate

HRID 2261842
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HRID 2261842 반응식
[CH3:1][O:2][C:3](=[O:18])[C:4]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[N+:15]([O-])=O)=[C:5](O)[CH3:6].C(O)(=O)C>O.C(OCC)(=O)C.[Fe]>[CH3:1][O:2][C:3]([C:4]1[C:8]2[C:9](=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=2)[NH:15][C:5]=1[CH3:6])=[O:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 176Acetic AcidHCID 587711412-(4-Chloro-2-nitro-phenyl)-3-hydroxy-but-2-enoic acid methyl ester

생성물 1

HCID 57443356methyl 6-chloro-2-methyl-1H-indole-3-carboxylate

시약·촉매·용매 3

HCID 23925Iron촉매HCID 962Water용매HCID 8857Ethyl Acetate용매
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반응 조건

온도
115 °C

실험 절차

A mixture of 2-(4-chloro-2-nitro-phenyl)-3-hydroxy-but-2-enoic acid methyl ester (4.66 g, 17.2 mmol), iron (5.76 g, 103 mmol) and glacial acetic acid (16 mL) is heated at 115° C. for 1 h and allowed to cool. The reaction mixture is diluted with water and ethyl acetate. The ethyl acetate layer is washed with brine and dried over MgSO4. The mixture of the title compound and a small amount of impurity is used in the next reaction without additional purification. ES/MS m/e 224.0 (M+1).

후처리

  1. temperatureto cool
  2. washThe ethyl acetate layer is washed with brine
  3. dry with materialdried over MgSO4
  4. additionThe mixture of the title compound
  5. customa small amount of impurity is used in the next reaction without additional purification

출처 및 근거

ORD 기록
ord-3e5d8346ee0f406cb3c0927a0c99d60f
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846960B2

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