Water → 10-bromo-9,9'-Bianthracene

HRID 1775398

반응식

HRID 1775398 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 1519599710-bromo-9,9'-Bianthracene수율 37%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-bfc5c2d726484bdbb13869c20b98b247
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260363B2

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