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Trimellitic anhydride → 9,9-Bis{4-(4-carboxy-phthalimido)phenyl}fluorene

HRID 1770296
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HRID 1770296 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:21]3[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][CH:22]=3)[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]3[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=3)=[CH:4][CH:3]=1.[CH:28]1[C:33]([C:34]([OH:36])=[O:35])=[CH:32][C:31]2[C:37](O[C:40](=[O:41])[C:30]=2[CH:29]=1)=[O:38]>C1C(O)=CC=CC=1C>[C:34]([C:33]1[CH:32]=[C:31]2[C:37](=[O:38])[N:1]([C:2]3[CH:3]=[CH:4][C:5]([C:8]4([C:21]5[CH:22]=[CH:23][C:24]([N:27]6[C:37](=[O:38])[C:31]7=[CH:32][C:33]([C:34]([OH:36])=[O:35])=[CH:28][CH:29]=[C:30]7[C:40]6=[O:41])=[CH:25][CH:26]=5)[C:9]5[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=5[C:15]5[C:20]4=[CH:19][CH:18]=[CH:17][CH:16]=5)=[CH:6][CH:7]=3)[C:40](=[O:41])[C:30]2=[CH:29][CH:28]=1)([OH:36])=[O:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 11089Trimellitic anhydrideHCID 6315524,4'-(9-Fluorenylidene)dianiline

생성물 1

HCID 28325549,9-Bis{4-(4-carboxy-phthalimido)phenyl}fluorene수율 88.7%

시약·촉매·용매 1

HCID 342M-Cresol용매

실험 절차

To a stirred mixture of 9,9-bis(4-aminophenyl)fluorene (13.9 g, 40 mmol) and 80 ml of m-cresol was added 1,2,4-benzenetricarboxylic anhydride (16.1 g, 84 mmol) over two minutes. The resulting mixture was stirred under gentle reflux (163°-170° C.) for three hours and then at ambient temperature for 16 hours. A pale yellow precipitate was filtered, washed with methanol, washed with toluene, and then dried in a vacuum oven at 100°-105° C. for 16 hours to provide the title compound as a pale yellow powder (24.7 g, 88.7% yield) that had a melting point of 328°-331° C. and a 1H NMR spectrum (DMSO d6) corresponding to δ8.39 (d,2H), 8.29 (br s, 2H), 8.05 (d, 2H), 8.00 (d, 2H), 7.61 (d, 2H), and 7.40 (m, 12H).

후처리

  1. temperatureunder gentle reflux (163°-170° C.) for three hours
  2. filtrationA pale yellow precipitate was filtered
  3. washwashed with methanol
  4. washwashed with toluene
  5. customdried in a vacuum oven at 100°-105° C. for 16 hours

출처 및 근거

ORD 기록
ord-e9a94300e8de49bd9eeda43437025b86
출처 데이터셋
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05386002

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