Potassium Hydroxide → 5-Bromo-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 481944ノート

反応式

HRID 481944 の反応式
[OH-].[K+].[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2.[NH:13]1[CH2:18][CH2:17][C:16](=O)[CH2:15][CH2:14]1.Cl.O>CO.O>[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[C:16]1[CH2:17][CH2:18][NH:13][CH2:14][CH:15]=1

参加物

7

反応物 4

HCID 14797Potassium HydroxideHCID 249055-BromoindoleHCID 337214-PiperidoneHCID 21885828Hydrate;hydrochloride

生成物 1

HCID 27637245-Bromo-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole収率 86.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 4.29 gm (77 mmol) potassium hydroxide in 50 ml methanol were added 5.0 gm (26 mmol) 5-bromoindole and 7.84 gm (51 mmol) 4piperidone .HCl.H2O and the reaction mixture was stirred for 18 hours at reflux under a nitrogen atmosphere. The reaction mixture was cooled to ambient temperature, diluted with 500 ml water and the mixture extracted well with dichloromethane. The combined organic extracts were washed with water followed by saturated aqueous sodium chloride and dried over sodium sulfate. The remaining organics were concentrated under reduced pressure to give 6.23 gm (86.5%) of the title compound as a yellow oil.

後処理

  1. temperatureat reflux under a nitrogen atmosphere
  2. extractionthe mixture extracted well with dichloromethane
  3. washThe combined organic extracts were washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationThe remaining organics were concentrated under reduced pressure

出典と根拠

ORDレコード
ord-2a7c1d3fc64c498d851b1bde5483dac0
出典データセット
uspto-grants-1998_08
特許番号
US05792760

反応ノート

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