Sulfonium → HCID 86605943, compound

HRID 2222053Notes

Reaction equation

HRID 2222053 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[C:8]([F:17])([F:16])[C:9]([F:15])([F:14])[S:10]([O-:13])(=[O:12])=[O:11].[Na+].CS([O-])(=O)=O.[CH:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][C:25]=1[S+:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1.[SH3+]>ClCCl>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2[C:8]([F:17])([F:16])[C:9]([F:14])([F:15])[S:10]([O-:13])(=[O:11])=[O:12].[CH:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][C:25]=1[S+:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1

Participants

5

Reactant 3

HCID 3015009SulfoniumHCID 23089289HCID 23089289, compoundHCID 59514422HCID 59514422, compound

Product 1

HCID 86605943HCID 86605943, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

9 g of dichloromethane and 1.0 g of sodium 2-(bicyclo[2.2.1]heptan-2-yl)-1,1,2,2-tetrafluoroethane sulfonate were added to 10 g of an aqueous solution of 1-(naphthalen-2-yl)tetrahydrothiopheniummethane sulfonate which was synthesized in the same manner as the sulfonium salt (A-1). The mixture was reacted while vigorously stirring for 12 hours using a magnetic stirrer. After the reaction, 10 g of dichloromethane was added. The organic layer was washed five times with 10 g of water and dried using 2 g of magnesium sulfate. The magnesium sulfate was then removed by filtration. The solvent was evaporated using a rotary evaporator to obtain 1.4 g of 1-(naphthalen-2-yl)tetrahydrothiophenium 2-(bicyclo[2.2.1]heptan-2-yl)-1,1,2,2-tetrafluoroethane sulfonate as a white solid.

Workup

  1. customThe mixture was reacted
  2. additionwas added
  3. washThe organic layer was washed five times with 10 g of water
  4. customdried
  5. customThe magnesium sulfate was then removed by filtration
  6. customThe solvent was evaporated
  7. customa rotary evaporator

Sources & evidence

ORD record
ord-d306407172bf4b3a9739db7023bada2a
Source dataset
uspto-grants-2008_05
Patent number
US07371503B2

Reaction notes

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