Hydrogen Peroxide → HCID 86650903, compound

HRID 405011Notes

Reaction equation

HRID 405011 reaction equation
[F:1][C:2]([F:14])([S:11]([OH:13])=[O:12])[CH2:3][O:4][C:5](=[O:10])[C:6]([CH3:9])([CH3:8])[CH3:7].[Na:15].[OH:16]O>O>[F:14][C:2]([F:1])([S:11]([OH:16])(=[O:13])=[O:12])[CH2:3][O:4][C:5](=[O:10])[C:6]([CH3:8])([CH3:9])[CH3:7].[Na:15]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 86650904HCID 86650904, compound

Product 1

HCID 86650903HCID 86650903, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A glass flask equipped with a thermometer, a condenser and a dropping funnel was charged with 290 g (0.74 mole) of 65% purity sodium 1,1-difluoro-2-(pivaloyloxy)ethane-1-sulfinic acid obtained by Comparative Example 1-2, a catalytic amount of sodium tungstate(IV) dehydrate and 600 ml of water, followed by stirring. Then, 170 g (1.5 moles) of 30% hydrogen peroxide solution was added dropwise in an iced bath. After the termination of the dropping, stirring was conducted for 1 hour at room temperature. Then, the termination of the reaction was confirmed by 19F NMR. The reaction solution was condensed and then rinsed with 500 ml of diisopropyl ether. Subsequently, filtration was conducted and a solid obtained therewith was dried, thereby obtaining 278 g of sodium 1,1-difluoro-2-(pivaloyloxy)ethanesulfonic acid in the form of a white solid (91% yield, 65% purity). In this case, 2-bromo-2,2-difluoroethyl pivalate was detected to be formed as a by-product in an amount of 8%.

Workup

  1. customA glass flask equipped with a thermometer, a condenser and a dropping funnel
  2. customobtained by Comparative Example 1-2
  3. stirringAfter the termination of the dropping, stirring
  4. customcondensed
  5. washrinsed with 500 ml of diisopropyl ether
  6. filtrationSubsequently, filtration
  7. customa solid obtained
  8. customtherewith was dried

Sources & evidence

ORD record
ord-132770132e364e758d1c5d13585e9ebd
Source dataset
uspto-grants-2014_06
Patent number
US08748672B2

Reaction notes

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