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

HRID 1806192노트

반응식

HRID 1806192 반응식
[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

참가 물질

4

반응물 2

HCID 216491,3-DiphenylisobenzofuranHCID 122444035-Bromoacenaphthylene

생성물 1

HCID 107909823-Bromo-7,12-diphenylbenzo[k]fluoranthene수율 52.7%

시약·촉매·용매 1

HCID 7237O-Xylene용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-fcb6199e435446129a53a77834d81844
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354788B2

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