Water → 3-Bromo-9-ethylcarbazole

HRID 452356노트

반응식

HRID 452356 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-5031bac2e15d485fb802d4bda36cafae
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492007B2

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