Water → 3-Bromo-9-ethylcarbazole

HRID 452356ノート

反応式

HRID 452356 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 6210803-Bromo-9-ethylcarbazole収率 80.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5031bac2e15d485fb802d4bda36cafae
出典データセット
uspto-grants-2013_07
特許番号
US08492007B2

反応ノート

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