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Tetrahydrofuran → 3-Chloro-4-(1-indolinylcarbonylamino)phenylacetic acid

HRID 1372632
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HRID 1372632 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:20][C:21]([O:23]CC)=[O:22])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]([N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)=[O:10].[OH-].[Na+].C1COCC1>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:20][C:21]([OH:23])=[O:22])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]([N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)=[O:10]
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 17859294Ethyl 3-chloro-4-(1-indolinylcarbonylamino)phenylacetate

생성물 1

HCID 178588633-Chloro-4-(1-indolinylcarbonylamino)phenylacetic acid수율 60.4%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

To ethyl 3-chloro-4-(1-indolinylcarbonylamino)phenylacetate (3.07 g, 8.56 mmol) were added 0.25N NaOH (68.4 ml, 17.1 mmol) and THF (70 ml). The mixture was heated and refluxed for 4 hours. After cooling, the reaction mixture was poured in 1N hydrochloric acid (50 ml). The crystals thus precipitated were collected by filtration, and dried under reduced pressure for 12 hours, whereby 3-chloro-4-(1-indolinylcarbonylamino)phenylacetic acid (1.71 g, 60%) was obtained as a colorless crystalline powder.

후처리

  1. temperatureThe mixture was heated
  2. temperaturerefluxed for 4 hours
  3. temperatureAfter cooling
  4. customThe crystals thus precipitated
  5. filtrationwere collected by filtration
  6. customdried under reduced pressure for 12 hours

출처 및 근거

ORD 기록
ord-bc9fae70bf514bc6a664cab11690dfa2
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07157487B2

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