Water → 1-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-(N,N-diphenylamino)cyclopent-1-en-1-yl)ethenyl)-benzo[cd]-indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propane-sulfonate

HRID 2188492노트

반응식

HRID 2188492 반응식
Cl([O-])(=O)(=O)=O.[CH2:6]([N+:10]1[C:18]2[C:13]3[C:14](=[CH:19][CH:20]=[CH:21][C:12]=3[C:11]=1[CH:22]=[CH:23][C:24]1[CH2:28][CH2:27][C:26](=[CH:29][CH:30]=[C:31]3[C:39]4[CH:40]=[CH:41][CH:42]=[C:37]5[C:38]=4[C:33](=[CH:34][CH:35]=[CH:36]5)[N:32]3[CH2:43][CH2:44][CH2:45][CH3:46])[C:25]=1[N:47]([C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[CH:15]=[CH:16][CH:17]=2)[CH2:7][CH2:8][CH3:9].[F:60][C:61]([F:78])([S:74]([O-:77])(=[O:76])=[O:75])[CH:62]([O:67][C:68](=[O:73])[C:69]([CH3:72])([CH3:71])[CH3:70])[C:63]([F:66])([F:65])[F:64].[Na+].O>C(C(C)=O)C(C)C>[F:78][C:61]([F:60])([S:74]([O-:77])(=[O:75])=[O:76])[CH:62]([O:67][C:68](=[O:73])[C:69]([CH3:71])([CH3:72])[CH3:70])[C:63]([F:64])([F:66])[F:65].[CH2:6]([N+:10]1[C:18]2[C:13]3[C:14](=[CH:19][CH:20]=[CH:21][C:12]=3[C:11]=1[CH:22]=[CH:23][C:24]1[CH2:28][CH2:27][C:26](=[CH:29][CH:30]=[C:31]3[C:39]4[CH:40]=[CH:41][CH:42]=[C:37]5[C:38]=4[C:33](=[CH:34][CH:35]=[CH:36]5)[N:32]3[CH2:43][CH2:44][CH2:45][CH3:46])[C:25]=1[N:47]([C:54]1[CH:55]=[CH:56][CH:57]=[CH:58][CH:59]=1)[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[CH:15]=[CH:16][CH:17]=2)[CH2:7][CH2:8][CH3:9]

참가 물질

5

반응물 3

HCID 962WaterHCID 86616368Sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonateHCID 866649661-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-(N,N-diphenylamino)cyclopent-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium perchlorate

생성물 1

HCID 866649651-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-(N,N-diphenylamino)cyclopent-1-en-1-yl)ethenyl)-benzo[cd]-indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propane-sulfonate수율 86%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A mixture of 0.80 g (1 mmol) of 1-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-(N,N-diphenylamino)cyclopent-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium perchlorate, 3.1 g (1.5 mmol) of sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate aqueous solution, 16 g of water, and 16 g of methyl isobutyl ketone was stirred overnight at room temperature, whereupon the organic layer was taken out. The organic layer was washed with water and concentrated in vacuum. Diisopropyl ether was added to the residue for recrystallization. The crystal was collected and dried in vacuum, obtaining the target compound, 1-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-(N,N-diphenylamino)cyclopent-1-en-1-yl)ethenyl)-benzo[cd]-indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propane-sulfonate. Brown crystal, 0.88 g, yield 86%.

후처리

  1. washThe organic layer was washed with water
  2. concentrationconcentrated in vacuum
  3. additionDiisopropyl ether was added to the residue for recrystallization
  4. customThe crystal was collected
  5. customdried in vacuum

출처 및 근거

ORD 기록
ord-d7f5915dabd7442ea59fcfd7e9868533
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08323536B2

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