Water → 3-Bromo-9-ethylcarbazole

HRID 1674464노트

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HRID 1674464 반응식
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[Br:16]N1C(=O)CCC1=O.O>CN(C=O)C>[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([Br:16])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 6836N-ethyl carbazoleHCID 67184N-bromobutanimide

생성물 1

HCID 6210803-Bromo-9-ethylcarbazole수율 80.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

5.00 g of N-ethylcarbazole was dissolved in 130 ml of dehydrated DMF in a flask whose atmosphere was replaced with argon. This solution was cooled to 0° C., 4.60 g of N-bromosuccinimide was charged as 5 divided fractions for 3 hours. After raising the temperature to room temperature and stirring for 12 hours, the reaction liquid was thrown into iced water and filtrated. The residue was washed with water and methanol, and dried under reduced-pressure to give 6.28 g crude product. It was purified with silica gel column chromatography (eluent: cyclohexane containing 0.1% triethylamine), and 5.68 g of N-ethyl-3-bromo carbazole was obtained.

후처리

  1. temperatureAfter raising the temperature to room temperature
  2. customthe reaction liquid
  3. filtrationfiltrated
  4. washThe residue was washed with water and methanol
  5. customdried under reduced-pressure
  6. customto give 6.28 g crude product
  7. customIt was purified with silica gel column chromatography (eluent: cyclohexane containing 0.1% triethylamine)

출처 및 근거

ORD 기록
ord-c43b73ef0c2a427c8b663e35f672669d
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003226B2

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