تفاعل #2275675

ord-89ed7284dcf14b3d81ab169eaf9cb50c

معادلة التفاعل

CCCCn1c(=CC=C2CCCC(C=CC3=[N+](CCCC)c4cccc5cccc3c45)=C2c2ccccc2)c2cccc3cccc1c32.F[B-](F)(F)F
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
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=C2CCCC(C=CC3=[N+](CCCC)c4cccc5cccc3c45)=C2c2ccccc2)c2cccc3cccc1c32
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
المردود 93.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThe organic layer was washed with water
  2. 2
    تركيزconcentrated in vacuum
  3. 3
    تركيزconcentrated in vacuum again
  4. 4
    workup.ADDITIONDiisopropyl ether was added to the residue for recrystallization
  5. 5
    أخرىThe crystal was collected
  6. 6
    أخرىdried in vacuum

الإجراء التجريبي

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%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08323536B2uspto-grants-2012_12