Dichloromethane → 2-(1-methyl-1H-indol-3-yl)-3-phenyl-N-methylmaleimide

HRID 1168658

反応式

HRID 1168658 の反応式
C(Cl)Cl.[CH3:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[C:19](=[O:20])[N:18]([CH3:21])[C:16](=[O:17])[C:15]=2Br)=[CH:6]1.ClS(O)(=O)=O.CC(C)C(N)=O.[CH3:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>C(#N)C>[CH3:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[C:19](=[O:20])[N:18]([CH3:21])[C:16](=[O:17])[C:15]=2[C:36]2[CH:35]=[CH:34][CH:39]=[CH:38][CH:37]=2)=[CH:6]1

参加物

7

反応物 5

HCID 6344DichloromethaneHCID 8058HexaneHCID 24638Chlorosulfonic acidHCID 68424IsobutyramideHCID 98184713-Bromo-1-methyl-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

生成物 1

HCID 178436842-(1-methyl-1H-indol-3-yl)-3-phenyl-N-methylmaleimide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Into methylene chloride (83 ml) was dissolved the resultant IM-4 (25 g, 80.5 mmol) obtained as described above, and to this was added dropwise chlorosulfonic acid (8.3 ml) at room temperature. After this mixture was stirred for an hour at room temperature, to the reaction system were added dropwise at a low speed dimethylacetoamide (90 ml)/acetonitrile (45 ml). To this was added dropwise oxy-salt phosphor (15 ml) while being heated and refluxed. After this mixture was heated and refluxed for an hour, hexane (150 ml) was added, then, the mixture was stirred and stood still, and thereafter, the upper layer of hexane was separated and concentrated. The concentrated substances were refined with silica gel column chromatography to obtain 21 g of IM-5.

後処理

  1. customobtained
  2. additionTo this was added dropwise oxy-salt phosphor (15 ml)
  3. temperaturewhile being heated
  4. temperaturerefluxed
  5. temperatureAfter this mixture was heated
  6. temperaturerefluxed for an hour
  7. stirringthe mixture was stirred
  8. customthe upper layer of hexane was separated
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-bb987a43e59f48e0a2f68bba9e46ebb8
出典データセット
uspto-grants-2003_09
特許番号
US06627099B2

関連ノート

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