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Sodium Hydroxide → HCID 15818737、化合物

HRID 488081
ノート
印刷プレビュー

反応式

HRID 488081 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 19003099HCID 19003099、化合物

生成物 1

HCID 15818737HCID 15818737、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-135d03b0f6604d3d8afa040506493982
出典データセット
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05298626

反応ノート

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