Water → 1-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)-ethylidene]-2-phenylcyclohex-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)-propanesulfonate

HRID 2188493ノート

反応式

HRID 2188493 の反応式
F[B-](F)(F)F.[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[CH2:29][CH2:28][CH2:27][C:26](=[CH:30][CH:31]=[C:32]3[C:40]4[CH:41]=[CH:42][CH:43]=[C:38]5[C:39]=4[C:34](=[CH:35][CH:36]=[CH:37]5)[N:33]3[CH2:44][CH2:45][CH2:46][CH3:47])[C:25]=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:54][C:55]([F:72])([S:68]([O-:71])(=[O:70])=[O:69])[CH:56]([O:61][C:62](=[O:67])[C:63]([CH3:66])([CH3:65])[CH3:64])[C:57]([F:60])([F:59])[F:58].[Na+].O>C(Cl)Cl>[F:72][C:55]([F:54])([S:68]([O-:71])(=[O:69])=[O:70])[CH:56]([O:61][C:62](=[O:67])[C:63]([CH3:65])([CH3:66])[CH3:64])[C:57]([F:58])([F:60])[F:59].[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[CH2:29][CH2:28][CH2:27][C:26](=[CH:30][CH:31]=[C:32]3[C:40]4[CH:41]=[CH:42][CH:43]=[C:38]5[C:39]=4[C:34](=[CH:35][CH:36]=[CH:37]5)[N:33]3[CH2:44][CH2:45][CH2:46][CH3:47])[C:25]=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 752131681-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-phenylcyclohex-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium tetrafluoroborateHCID 86616368Sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate

生成物 1

HCID 866649671-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)-ethylidene]-2-phenylcyclohex-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)-propanesulfonate収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 2.1 g (3 mmol) of 1-butyl-2-(2-{3-[2-(1-butyl-1H-benzo[cd]indol-2-ylidene)ethylidene]-2-phenylcyclohex-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium tetrafluoroborate, 9.1 g (4.5 mmol) of sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate aqueous solution, 20 g of water, and 50 g of methylene chloride was stirred overnight at room temperature, whereupon the organic layer was taken out. The organic layer was washed with water, concentrated in vacuum, combined with methyl isobutyl ketone, and concentrated in vacuum again. 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-phenylcyclohex-1-en-1-yl)ethenyl)-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)-propanesulfonate. Brown crystal, 2.6 g, yield 93%.

後処理

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

出典と根拠

ORDレコード
ord-89ed7284dcf14b3d81ab169eaf9cb50c
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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