Hydrochloric Acid → 2,9-Diacetylcarbazole

HRID 915259

反応式

HRID 915259 の反応式
[C:1]([N:4]1[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)(=[O:3])[CH3:2].[C:17](Cl)(=[O:19])[CH3:18].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C(Cl)Cl>[C:17]([C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:4]([C:1](=[O:3])[CH3:2])[C:5]=2[CH:6]=1)(=[O:19])[CH3:18]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 958379-Acetyl-9H-carbazoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 2748702,9-Diacetylcarbazole収率 55.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-78 °C

実験手順

9-Acetyl-carbazole (41.85 g, 0.2 mol) was dissolved in 1 L methylene chloride and 28.5 mL acetylchloride (0.4 mol) and 120 g aluminum chloride (0.9 mol) were added and the solution refluxed for 1.5 h. The solution was cooled to −78° C. and 6N HCl was added slowly while stirring and allowed to warm to room temperature. Methylene chloride was added to dissolve the precipitate and the solution was extracted, and the organics dried over Na2SO4, decolorized with charcoal, filtered and concentrated. Recrystallization from benzene/hexane gave 27.9 g 2,9-diacetylcarbazole.

後処理

  1. temperaturethe solution refluxed for 1.5 h
  2. temperatureto warm to room temperature
  3. dissolutionto dissolve the precipitate
  4. extractionthe solution was extracted
  5. dry with materialthe organics dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customRecrystallization from benzene/hexane

出典と根拠

ORDレコード
ord-4872738299b94557acea9dcfb1b115b9
出典データセット
uspto-grants-2007_09
特許番号
US07265146B2

関連ノート

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