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

HRID 1806192ノート

反応式

HRID 1806192 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 were added to 5-bromoacenaphthylene (14.5 g, 62.8 mmol) and diphenylisobenzofuran (17.1 g, 63.3 mmol) and the mixture was stirred under reflux of xylene for 5 hours. After the mixture was cooled to room temperature, the solvent was distilled off. Then, 26 ml of trifluoroacetic anhydride and 260 ml of chloroform were added thereto, followed by stirring under reflux for 1 hour. After the mixture was cooled to room temperature, the solvent was distilled off. The obtained residue was purified by silica gel chromatography (mobile phase; toluene:heptane=1:3), whereby 16 g of 4-bromo-7,12-diphenylbenzo[k]fluoranthene were obtained as a yellow solid.

後処理

  1. distillationthe solvent was distilled off
  2. additionThen, 26 ml of trifluoroacetic anhydride and 260 ml of chloroform were added
  3. stirringby stirring
  4. temperatureunder reflux for 1 hour
  5. temperatureAfter the mixture was cooled to room temperature
  6. distillationthe solvent was distilled off
  7. customThe obtained residue was purified by silica gel chromatography (mobile phase; toluene:heptane=1:3)

出典と根拠

ORDレコード
ord-fcb6199e435446129a53a77834d81844
出典データセット
uspto-grants-2013_01
特許番号
US08354788B2

反応ノート

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