反应 #2275673

ord-e9ae28b42d7042d39ec3aa1f2415d371

反应方程式

CCCCn1c(=CC=CC=CC=CC2=[N+](CCCC)c3cccc4cccc2c34)c2cccc3cccc1c32.[O-][Cl+3]([O-])([O-])[O-]
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
CC(C)(C)C(=O)OC(C(F)(F)F)C(F)(F)S(=O)(=O)[O-].[Na+]
sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate
O
water
CC(C)(C)C(=O)OC(C(F)(F)F)C(F)(F)S(=O)(=O)[O-].CCCCn1c(=CC=CC=CC=CC2=[N+](CCCC)c3cccc4cccc2c34)c2cccc3cccc1c32
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
收率 93.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤The organic layer was washed with water
  2. 2
    浓缩concentrated in vacuum
  3. 3
    浓缩concentrated in vacuum again
  4. 4
    workup.ADDITIONDiisopropyl ether was added to the residue for recrystallization
  5. 5
    其他The crystal was collected
  6. 6
    其他dried in vacuum

实验过程

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%.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08323536B2uspto-grants-2012_12