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

HRID 11194ノート

反応式

HRID 11194 の反応式
[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

参加物

4

反応物 2

HCID 216491,3-DiphenylisobenzofuranHCID 122444035-Bromoacenaphthylene

生成物 1

HCID 107909823-Bromo-7,12-diphenylbenzo[k]fluoranthene収率 78.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cda3828502ec4ec5b4a279b75eb3511f
出典データセット
uspto-grants-2006_08
特許番号
US07097917B1

反応ノート

読み込み中…