Hydrochloric Acid → Triethylammonium Perfluorobutylsulfonate

HRID 252901Notes

Reaction equation

HRID 252901 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].Cl.[F:9][C:10]([F:25])([S:21]([O-:24])(=[O:23])=[O:22])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14].[Na+].ClCCl>O.C(OCC)C>[F:25][C:10]([F:9])([S:21]([O-:24])(=[O:23])=[O:22])[C:11]([F:19])([F:20])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14].[CH2:1]([NH+:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 8471TriethylamineHCID 23678450Sodium perfluorobutanesulfonate

Product 1

HCID 21470349Triethylammonium PerfluorobutylsulfonateYield 75%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Triethylamine was dissolved in cold water, and hydrochloric acid was added thereto to adjust the pH of the reaction liquid to fall within a range of 1 to 3. Then sodium perfluorobutylsulfonate and dichloromethane were added thereto and stirred. The separated organic layer was washed with water, and dichloromethane was removed under reduced pressure from the washed organic layer. To the residue thus obtained, diethyl ether was added for recrystallization. The resultant was filtrated and dried to obtain a desired product at a yield of 75%. The structure of the obtained product was identified using 1H-NMR, IR and TOFMS spectra.

Workup

  1. customthe pH of the reaction liquid
  2. washThe separated organic layer was washed with water, and dichloromethane
  3. customwas removed under reduced pressure from the washed organic layer
  4. customTo the residue thus obtained
  5. filtrationThe resultant was filtrated
  6. customdried

Sources & evidence

ORD record
ord-fcf0ddc91e674c04addb2a3f5a277d3f
Source dataset
uspto-grants-2011_01
Patent number
US07871761B2

Reaction notes

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