8-Chloro-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indol-5-one → 2-Phenyl-1,3,4,5-tetrahydrobenz[cd]indol-5-one

HRID 1637259ノート

反応式

HRID 1637259 の反応式
Cl[C:2]1[C:10]2[NH:9][C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:7]3[CH2:17][CH2:18][C:19](=[O:20])[C:5]([C:6]=23)=[CH:4][CH:3]=1>[OH-].[K+].CO.[C].[Pd]>[C:11]1([C:8]2[NH:9][C:10]3[CH:2]=[CH:3][CH:4]=[C:5]4[C:19](=[O:20])[CH2:18][CH2:17][C:7]=2[C:6]=34)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

5

反応物 1

HCID 193481908-Chloro-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indol-5-one

生成物 1

HCID 193483682-Phenyl-1,3,4,5-tetrahydrobenz[cd]indol-5-one収率 39%

試薬・触媒・溶媒 3

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒HCID 14797Potassium Hydroxide溶媒

実験手順

A portion (2.4 g) of the compound obtained in Example 60 was dissolved in a solution of potassium hydroxide (3 g) in methanol (150 ml) and to the solution was added 10% palladium-carbon (500 mg). The mixture was stirred for 30 minutes at room temperature under a hydrogen atmosphere. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10:1-2:1) to yield 700 mg (39%) of the titled compound.

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water and saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=10:1-2:1)

出典と根拠

ORDレコード
ord-928e59bdd82b44ebaa064274670c3cd6
出典データセット
uspto-grants-2000_03
特許番号
US06040331

反応ノート

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