1,3-Diphenylisobenzofuran → 3-Bromo-7,12-diphenylbenzo[k]fluoranthene

HRID 919180노트

반응식

HRID 919180 반응식
[C:1]1([C:7]2O[C:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:10]3[C:15]=2[CH:14]=[CH:13][CH:12]=[CH:11]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:22][C:23]1[C:33]2[C:34]3[C:26]([CH:27]=[CH:28][C:29]=3[CH:30]=[CH:31][CH:32]=2)=[CH:25][CH:24]=1>C1(C)C=CC=CC=1>[Br:22][C:23]1[CH:24]=[CH:25][C:26]2=[C:34]3[C:33]=1[CH:32]=[CH:31][CH:30]=[C:29]3[C:28]1[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]3=[C:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:27]=12

참가 물질

4

반응물 2

HCID 216491,3-DiphenylisobenzofuranHCID 122444035-Bromoacenaphthylene

생성물 1

HCID 107909823-Bromo-7,12-diphenylbenzo[k]fluoranthene수율 74.2%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

A mixture of 14.9 g (55.2 mmol) of 1,3-diphenylisobenzofuran, 12.8 g (55.2 mmol) of 5-bromoacenaphthylene, and 50 mL of toluene was stirred for 16 hours under heat refluxing. After distilling off the solvent, 1,200 mL of acetic acid was added, and the mixture was heated at 80° C. To this mixture, 150 mL of a 48% HBr aqueous solution was added, and the mixture was stirred at 80° C. for one hour. After cooling the resultant mixture to room temperature, a precipitate was collected by filtration and washed with methanol. The resulting yellow solid was recrystallized from 200 mL of toluene. A crystal was collected by filtration to obtain 19.8 g (yield: 74%) of 3-bromo-7,12-diphenylbenzo[k]fluoranthene as a yellow solid.

후처리

  1. temperatureunder heat
  2. temperaturerefluxing
  3. distillationAfter distilling off the solvent, 1,200 mL of acetic acid
  4. additionwas added
  5. additionTo this mixture, 150 mL of a 48% HBr aqueous solution was added
  6. stirringthe mixture was stirred at 80° C. for one hour
  7. temperatureAfter cooling the resultant mixture to room temperature
  8. filtrationa precipitate was collected by filtration
  9. washwashed with methanol
  10. customThe resulting yellow solid was recrystallized from 200 mL of toluene
  11. filtrationA crystal was collected by filtration

출처 및 근거

ORD 기록
ord-739d09d02b624b4cbf1f7330d265667b
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273002B2

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