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 2188492ノート

反応式

HRID 2188492 の反応式
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]

参加物

5

反応物 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

生成物 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-sulfonate収率 86%

試薬・触媒・溶媒 1

HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-d7f5915dabd7442ea59fcfd7e9868533
出典データセット
uspto-grants-2012_12
特許番号
US08323536B2

反応ノート

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