Hydrogen Peroxide → HCID 59634007, compound

HRID 1615088Notes

Reaction equation

HRID 1615088 reaction equation
[Si:1]([O:8][CH2:9][C:10]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)([F:12])[F:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH:19]O.O>C(Cl)(Cl)Cl.C[Re](=O)(=O)=O.[O-2].[Mn+4].[O-2]>[Si:1]([O:8][CH2:9][C:10]([C:13]1[CH:18]=[CH:17][N+:16]([O-:19])=[CH:15][CH:14]=1)([F:12])[F:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

7

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 59633930HCID 59633930, compound2×

Product 1

HCID 59634007HCID 59634007, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 178477782HCID 178477782, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of 4-[2-(tert-butyldimethylsilanyloxy)-1,1-difluoroethyl]pyridine (0.14 g) prepared in (3) in chloroform (3 mL) were added methyltrioxorhenium (VII) (0.0010 g) and aqueous 30% hydrogen peroxide (0.11 mL). The reaction mixture was stirred at RT for 4 hr. To the mixture was added manganese (IV) oxide. The reaction mixture was stirred at RT for 1 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over MgSO4. The solvent was removed under reduced pressure to give the crude title compound.

Workup

  1. stirringThe reaction mixture was stirred at RT for 1 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-2bb54548753147d6be282a2d499fa580
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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