Acetic Anhydride → 9-Acetyl-3-bromocarbazole

HRID 403149노트

반응식

HRID 403149 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[C:15](OC(=O)C)(=[O:17])[CH3:16]>OS(O)(=O)=O.C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:15](=[O:17])[CH3:16])[C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][CH:10]=[CH:9][CH:8]=3

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 2524463-Bromocarbazole

생성물 1

HCID 17148799-Acetyl-3-bromocarbazole수율 52.1%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 6212Chloroform용매

실험 절차

A solution of 3-bromo-9H-carbazole (10.00 g, 40.6 mmol), acetic anhydride (8.30 g, 81 mmol) together with 2 drops of H2SO4 in chloroform (150 mL) was refluxed overnight. After cooling to room temperature, the solution was washed with water. Upon evaporation of the solvent, the crude product was purified by crystallization from hexane/DCM and hexane/EtOAc to yield 1-(3-bromo-9H-carbazol-9-yl)ethanone (6.1 g, 51% yield) as a light yellow solid.

후처리

  1. washthe solution was washed with water
  2. customUpon evaporation of the solvent
  3. customthe crude product was purified by crystallization from hexane/DCM and hexane/EtOAc

출처 및 근거

ORD 기록
ord-448e779b27c0471baaa8051f1674588c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748012B2

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