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Sodium Hydroxide → HCID 15818737, 화합물

HRID 1613459
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HRID 1613459 반응식
ClCC([O:5][C:6]1[CH:14]=[CH:13][C:12]2[N:11]([CH3:15])[C:10]3[C:16](=[O:19])[CH2:17][CH2:18][C:9]=3[C:8]=2[CH:7]=1)=O.[OH-].[Na+]>CCO>[OH:5][C:6]1[CH:14]=[CH:13][C:12]2[N:11]([CH3:15])[C:10]3[C:16](=[O:19])[CH2:17][CH2:18][C:9]=3[C:8]=2[CH:7]=1
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참가 물질

4

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HCID 14798Sodium HydroxideHCID 19003099HCID 19003099, 화합물

생성물 1

HCID 15818737HCID 15818737, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

7-Chloroacetyloxy-1,4-dihydro-4-methylcyclopent[b]indol-3(2H)-one (5.0 g) was suspended in EtOH (100 ml), and thereafter 10% NaOH solution (50 ml) was added and the mixture was stirred at room temperature for 3 hours. The mixture was concentrated in vacuo, CH2Cl2 (100 ml) was added followed by 10% HCl until the aqueous layer was neutralized. The layers were separated and the aqueous phase extracted with CH2Cl2 (2×100 ml). The organic portion was dried (Na2SO4) and concentrated and the residue was recrystallized from 95% EtOH to provide 1,4-dihydro-7-hydroxy-4-methylcyclopent[b]indol-3(2H)-one as an off-white solid. The phenol was dissolved in CH2Cl2 (100 ml), and thereafter 1,8-diazabicyclo[5.4.0]undec-7-ene (0.4 g) was added followed by methyl isocyanate (1.4 g) and the mixture was stirred overnight. The mixture was concentrated in vacuo to afford an oily solid which was crystallized from EtOH to provide 1,4-dihydro-7-methylaminocarbonyloxy-4-methylcyclopent[b] indol-3(2H)-one (1.1 g).

후처리

  1. concentrationThe mixture was concentrated in vacuo, CH2Cl2 (100 ml)
  2. additionwas added
  3. customThe layers were separated
  4. extractionthe aqueous phase extracted with CH2Cl2 (2×100 ml)
  5. dry with materialThe organic portion was dried (Na2SO4)
  6. concentrationconcentrated
  7. customthe residue was recrystallized from 95% EtOH

출처 및 근거

ORD 기록
ord-aef4a34681774b588266c26d7d1be974
출처 데이터셋
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05192789

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