Water → 3-Bromo-9-ethylcarbazole

HRID 1674464ノート

反応式

HRID 1674464 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-c43b73ef0c2a427c8b663e35f672669d
出典データセット
uspto-grants-2011_08
特許番号
US08003226B2

反応ノート

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