Water → 1-butyl-2-[7-(1-butyl-1H-benzo[cd]indol-2-ylidene)-hepta-1,3,5-trien-1-yl]-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate

HRID 2188491노트

반응식

HRID 2188491 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][CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=[C:29]1[C:37]3[CH:38]=[CH:39][CH:40]=[C:35]4[C:36]=3[C:31](=[CH:32][CH:33]=[CH:34]4)[N:30]1[CH2:41][CH2:42][CH2:43][CH3:44])[CH:15]=[CH:16][CH:17]=2)[CH2:7][CH2:8][CH3:9].[F:45][C:46]([F:63])([S:59]([O-:62])(=[O:61])=[O:60])[CH:47]([O:52][C:53](=[O:58])[C:54]([CH3:57])([CH3:56])[CH3:55])[C:48]([F:51])([F:50])[F:49].[Na+].O>C(Cl)Cl>[F:63][C:46]([F:45])([S:59]([O-:62])(=[O:60])=[O:61])[CH:47]([O:52][C:53](=[O:58])[C:54]([CH3:56])([CH3:57])[CH3:55])[C:48]([F:49])([F:51])[F:50].[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][CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=[C:29]1[C:37]3[CH:38]=[CH:39][CH:40]=[C:35]4[C:36]=3[C:31](=[CH:32][CH:33]=[CH:34]4)[N:30]1[CH2:41][CH2:42][CH2:43][CH3:44])[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 866649641-butyl-2-[7-(1-butyl-1H-benzo[cd]indol-2-ylidene)hepta-1,3,5-trien-1-yl]-benzo[cd]indol-1-ium perchlorate

생성물 1

HCID 866649631-butyl-2-[7-(1-butyl-1H-benzo[cd]indol-2-ylidene)-hepta-1,3,5-trien-1-yl]-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1.2 g (2 mmol) of 1-butyl-2-[7-(1-butyl-1H-benzo[cd]indol-2-ylidene)hepta-1,3,5-trien-1-yl]-benzo[cd]indol-1-ium perchlorate, 6.1 g (3 mmol) of sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate aqueous solution, 10 g of water, and 25 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-[7-(1-butyl-1H-benzo[cd]indol-2-ylidene)-hepta-1,3,5-trien-1-yl]-benzo[cd]indol-1-ium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate. Brown crystal, 2.0 g, yield 93%.

후처리

  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

출처 및 근거

ORD 기록
ord-e9ae28b42d7042d39ec3aa1f2415d371
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08323536B2

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