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

HRID 1012678ノート

反応式

HRID 1012678 の反応式
[Br:1][C:2]1[C:12]2[C:13]3[C:5]([CH:6]=[CH:7][C:8]=3[CH:9]=[CH:10][CH:11]=2)=[CH:4][CH:3]=1.[C:14]1([C:20]2O[C:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:23]3[C:28]=2[CH:27]=[CH:26][CH:25]=[CH:24]3)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[C:12]2[C:13]3[C:5]([C:6]4[C:20]([C:14]5[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=5)=[C:28]5[CH:27]=[CH:26][CH:25]=[CH:24][C:23]5=[C:22]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[C:7]=4[C:8]=3[CH:9]=[CH:10][CH:11]=2)=[CH:4][CH:3]=1

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 52.7%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒2 回

実験手順

200 ml of xylene was added to a mixture of 5-bromoacenaphthylene (14.5 g, 62.8 mmol) and diphenylisobenzofuran (17.1 g, 63.3 mmol), and stirred for 5 hours under reflux of xylene. The mixture obtained was cooled to room temperature, and thereafter the solvent was distilled off, and 26 ml of trifluoroacetic anhydride and 260 ml of chloroform were added thereto and stirred for 1 hour under reflux. The mixture obtained was cooled to room temperature, and thereafter the solvent was distilled off, and then the resultant residue was purified by silica gel column chromatography (mobile phase; toluene:heptane=1:3) to produce as a yellow solid 16 g of 4-bromo-7,12-diphenylbenzo[k]fluoranthene.

後処理

  1. customThe mixture obtained
  2. distillationthe solvent was distilled off
  3. addition26 ml of trifluoroacetic anhydride and 260 ml of chloroform were added
  4. stirringstirred for 1 hour
  5. temperatureunder reflux
  6. customThe mixture obtained
  7. temperaturewas cooled to room temperature
  8. distillationthe solvent was distilled off
  9. customthe resultant residue was purified by silica gel column chromatography (mobile phase; toluene:heptane=1:3)

出典と根拠

ORDレコード
ord-03e769965f464c9e86ad36e1eae50bea
出典データセット
uspto-grants-2011_07
特許番号
US07977869B2

反応ノート

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