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Pyrrolidine → 4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-benzoic acid methyl ester

HRID 1728222
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HRID 1728222 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[CH3:12][O:13][C:14](=[O:24])[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[CH:22]=O.N1CCCC1.ClC1C=C2C(/C(=C/C3C=C(Cl)C=CC=3O)/C(=O)N2)=CC=1>CO>[CH3:12][O:13][C:14](=[O:24])[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[CH:22]=[C:6]1[C:5]2[C:9](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=2)[NH:8][C:7]1=[O:11]
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참가 물질

6

반응물 4

HCID 31268PyrrolidineHCID 7363446-Chloro-1,3-dihydroindol-2-oneHCID 57566138methyl 4-chloro-2-formylbenzoateHCID 86760834HCID 86760834, 화합물

생성물 1

HCID 575662414-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-benzoic acid methyl ester

시약·촉매·용매 1

HCID 887
Methanol
용매

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온도
70 °C

실험 절차

To the mixture of 6-chlorooxindole (1.2 g, 7 mmol) and 4-chloro-2-formyl-benzoic acid methyl ester (1.4 g, 7 mmol) in methanol (10 mL) was added pyrrolidine (490 mg, 7 mmol) dropwise. The mixture was then heated at 70° C. for 3 h. After cooled to 4° C., the mixture was filtered and the precipitate was collected, dried to give a mixture of E/Z-6-chloro-3-(5-chloro-2-hydroxy-benzylidene)-1,3-dihydro-indol-2-one as a bright yellow solid (500 mg).

후처리

  1. temperatureAfter cooled to 4° C.
  2. filtrationthe mixture was filtered
  3. customthe precipitate was collected
  4. customdried
  5. customto give

출처 및 근거

ORD 기록
ord-26e00217062d4bec9889aa95da59b997
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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