Water → 10-bromo-9,9'-Bianthracene

HRID 1775398

反応式

HRID 1775398 の反応式
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[C:16]4[C:21]([CH:22]=[C:23]5[C:28]=2[CH:27]=[CH:26][CH:25]=[CH:24]5)=[CH:20][CH:19]=[CH:18][CH:17]=4)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Br:29]N1C(=O)CCC1=O.O>CN(C=O)C>[Br:29][C:22]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([C:13]2[C:14]3[C:5]([CH:6]=[C:7]4[C:12]=2[CH:11]=[CH:10][CH:9]=[CH:8]4)=[CH:4][CH:3]=[CH:2][CH:1]=3)=[C:28]2[C:23]=1[CH:24]=[CH:25][CH:26]=[CH:27]2

参加物

5

反応物 3

HCID 962WaterHCID 661059,9'-BianthrylHCID 67184N-bromobutanimide

生成物 1

HCID 1519599710-bromo-9,9'-Bianthracene収率 37%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

9,9′-bianthracene (10 g, 28.2 mmol) was dissolved in DMF (200 mL), protected from light and N-bromosuccinimide (5.5 g, 31 mmol) diluted in DMF (20 ml) was added to the solution at 0° C. The reaction mixture was maintained at 0° C. for 1 hour. The solution was then warmed slowly to room temperature and stirred for 4 h. After the reaction completion, water was added to the mixture to terminate the reaction. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product 4.5 g (37%) as a yellow solid.

後処理

  1. additionwas added to the solution at 0° C
  2. temperatureThe solution was then warmed slowly to room temperature
  3. customto terminate
  4. customthe reaction
  5. extractionThe reaction mixture was extracted with ethyl acetate and water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customthe solvent was removed
  8. customthe residue was purified by column chromatography on silica(hexane-dichloromethane)

出典と根拠

ORDレコード
ord-bfc5c2d726484bdbb13869c20b98b247
出典データセット
uspto-grants-2016_02
特許番号
US09260363B2

関連ノート

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