Hydrochloric Acid → Trimethylammonium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate

HRID 2108306Notes

Reaction equation

HRID 2108306 reaction equation
[CH2:1]([N:3]([CH2:6]C)[CH2:4]C)C.Cl.[F:9][C:10]([F:27])([S:23]([O-:26])(=[O:25])=[O:24])[CH:11]([O:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])[C:12]([F:15])([F:14])[F:13].[Na+].ClCCl>O>[F:27][C:10]([F:9])([S:23]([O-:26])(=[O:24])=[O:25])[CH:11]([O:16][C:17](=[O:22])[C:18]([CH3:20])([CH3:21])[CH3:19])[C:12]([F:13])([F:15])[F:14].[CH3:1][NH+:3]([CH3:6])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 8471TriethylamineHCID 86616368Sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate

Product 1

HCID 86616367Trimethylammonium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonateYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Triethylamine was dissolved in cold water. To the solution, hydrochloric acid was added, and sodium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propanesulfonate prepared in Synthesis Example 27 and dichloromethane were added, whereupon the mixture was stirred. The organic layer was separated and washed with water. From the organic layer as washed, the dichloromethane was distilled off in vacuum. Diethyl ether was added to the residue for recrystallization. The crystals were filtered and dried, obtaining the target compound in a yield of 75%.

Workup

  1. additionwere added, whereupon the mixture
  2. customThe organic layer was separated
  3. washwashed with water
  4. washFrom the organic layer as washed
  5. distillationthe dichloromethane was distilled off in vacuum
  6. additionDiethyl ether was added to the residue for recrystallization
  7. filtrationThe crystals were filtered
  8. customdried
  9. customobtaining the target compound in a yield of 75%

Sources & evidence

ORD record
ord-fd466009186449ee86a027ef269d8b74
Source dataset
uspto-grants-2009_04
Patent number
US07514202B2

Reaction notes

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