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

HRID 11194노트

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HRID 11194 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 78.3%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

5 g (18.5 mmol) of diphenylisobenzofuran and 4.3 g (18.5 mmol) of 5-bromoacenaphthylene in toluene were agitated for 24 hours at the reflux temperature. The solvent was distilled off in vacuum, after which the residue was dissolved in 500 ml of acetic acid. An aqueous 40% hydrobromic acid solution, 50 cm3, was added to the solution, which was heated at 80° C. for one hour. After cooling to room temperature, the precipitate was collected by filtration. This was purified by silica gel chromatography using a mixture of toluene and hexane as an extracting solvent, yielding 7 g of 3-bromo-7,12-diphenylbenzo[k]fluoranthene having a yellowish white color.

후처리

  1. distillationThe solvent was distilled off in vacuum
  2. dissolutionafter which the residue was dissolved in 500 ml of acetic acid
  3. additionAn aqueous 40% hydrobromic acid solution, 50 cm3, was added to the solution, which
  4. temperatureAfter cooling to room temperature
  5. filtrationthe precipitate was collected by filtration
  6. customThis was purified by silica gel chromatography
  7. additiona mixture of toluene and hexane as an extracting solvent

출처 및 근거

ORD 기록
ord-cda3828502ec4ec5b4a279b75eb3511f
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07097917B1

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