Sodium perfluorobutanesulfonate → HCID 178448399, compound

HRID 2057147Notes

Reaction equation

HRID 2057147 reaction equation
C(OP([O-])(OCC)=O)C.[C:10]([IH+:14]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:13])([CH3:12])[CH3:11].[F:25][C:26]([F:41])([S:37]([O-:40])(=[O:39])=[O:38])[C:27]([F:36])([F:35])[C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30].[Na+]>O>[F:41][C:26]([F:25])([S:37]([O-:40])(=[O:39])=[O:38])[C:27]([F:35])([F:36])[C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30].[C:21]([IH+:14]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 23678450Sodium perfluorobutanesulfonateHCID 178448396HCID 178448396, compound

Product 1

HCID 178448399HCID 178448399, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Di-tert-butylphenyliodonium diethylphosphate (546 mg; 1 mmol) and sodium perfluorobutanesulfonate (354 mg; 1.1 mmol) were dissolved in water (10 ml), and the resultant mixture was extracted three times with methylene chloride (10 ml). The solvent was removed through distillation, and precipitated white solid was washed with ether, followed by recrystallization from a mixture of methylene chloride and ether, to thereby precipitate 561 mg of the target compound as white crystals (yield: 81%).

Workup

  1. extractionthe resultant mixture was extracted three times with methylene chloride (10 ml)
  2. customThe solvent was removed through distillation
  3. customprecipitated white solid
  4. washwas washed with ether
  5. customfollowed by recrystallization from a mixture of methylene chloride and ether

Sources & evidence

ORD record
ord-e46242a79252426ea6523b29d38e7097
Source dataset
uspto-grants-2008_02
Patent number
US07335787B2

Reaction notes

Loading…