Réaction #1840872

ord-1f1b24b1cf9045a29725523db8e2bbeb

Équation de réaction

C[N+](C)(C)Cc1ccccc1.O=S(=O)([O-])C(F)(F)C(O)C(F)(F)F
benzyltrimethylammonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate
Cc1cc(C)cc([S+](c2ccc(F)cc2)c2cc(C)cc(C)c2)c1.[Br-]
bis(3,5-dimethylphenyl)-(4-fluorophenyl)-sulfonium bromide
ClCCl
methylene chloride
Cc1cc(C)cc([S+](c2ccc(F)cc2)c2cc(C)cc(C)c2)c1.O=S(=O)([O-])C(F)(F)C(O)C(F)(F)F
target compound
Rendement 92.0%
Cc1cc(C)cc([S+](c2ccc(F)cc2)c2cc(C)cc(C)c2)c1.O=S(=O)([O-])C(F)(F)C(O)C(F)(F)F
bis(3,5-dimethylphenyl)-(4-fluorophenyl)-sulfonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate
Rendement 92.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autresynthesized
  2. 2
    AutreThe organic layer was separated
  3. 3
    Lavagewashed with water
  4. 4
    Concentrationconcentrated in vacuum
  5. 5
    workup.ADDITIONTo the residue, diisopropyl ether was added for recrystallization
  6. 6
    FiltrationThe resulting crystals were collected by filtration
  7. 7
    Autredried in vacuum

Mode opératoire

A mixture of 21 g of benzyltrimethylammonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate synthesized according to the method of JP-A 2012-107151, the solution containing bis(3,5-dimethylphenyl)-(4-fluorophenyl)-sulfonium bromide obtained in Synthesis Example 1-47, 30 g of methylene chloride, and 50 g of deionized water was stirred for 30 minutes. The organic layer was separated, washed with water, and concentrated in vacuum. To the residue, diisopropyl ether was added for recrystallization. The resulting crystals were collected by filtration and dried in vacuum, obtaining 26 g of the target compound, bis(3,5-dimethylphenyl)-(4-fluorophenyl)sulfonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate as white crystals. Yield 92%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09164384B2uspto-grants-2015_10