1-Benzenesulfonyl-3-phenylindole → 3-Phenylindole

HRID 1868421ノート

反応式

HRID 1868421 の反応式
C1(S([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:11]2)(=O)=O)C=CC=CC=1>CO.[OH-].[K+]>[C:19]1([C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][CH:11]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

参加物

4

反応物 1

HCID 111103941-Benzenesulfonyl-3-phenylindole

生成物 1

HCID 965023-Phenylindole収率 34%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14797Potassium Hydroxide溶媒

実験手順

A mixture of 245 mg (0.73 mmol) of 1-benzenesulfonyl-3-phenyl-1H-indole in 10 mL of methanol and 5 mL of 2 N aqueous KOH was warmed at reflux for 2 hours. The mixture was then cooled and concentrated in vacuo and diluted with water and extracted with ethyl acetate. The combined organic layers were washed with two 10 mL portions of 2 N aqueous KOH solution, 10 mL of brine, three 10 mL portions of saturated aqueous ammonium chloride solution, and 10 mL of brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude material was triturated with hexanes afford 48 mg (33%) of 3-phenyl-1H-indole.

後処理

  1. temperaturewas warmed
  2. temperatureat reflux for 2 hours
  3. temperatureThe mixture was then cooled
  4. concentrationconcentrated in vacuo
  5. additiondiluted with water
  6. extractionextracted with ethyl acetate
  7. washThe combined organic layers were washed with two 10 mL portions of 2 N aqueous KOH solution, 10 mL of brine, three 10 mL portions of saturated aqueous ammonium chloride solution, and 10 mL of brine
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. customThe crude material was triturated with hexanes

出典と根拠

ORDレコード
ord-ee16478e78714573a4446dcd0b50fc67
出典データセット
uspto-grants-2009_12
特許番号
US07635711B2

反応ノート

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