Diethyl Sulfate → Ethyl perfluoroisobutyl ether

HRID 1738612Notes

Reaction equation

HRID 1738612 reaction equation
[F-:1].[K+].[F:3][C:4]([C:12]([F:15])([F:14])[F:13])([C:8]([F:11])([F:10])[F:9])[C:5]([F:7])=[O:6].S(O[CH2:23][CH3:24])(OCC)(=O)=O>CN(C)C=O>[C:4]([C:5]([O:6][CH2:23][CH3:24])([F:1])[F:7])([C:8]([F:10])([F:9])[F:11])([C:12]([F:13])([F:14])[F:15])[F:3]

Participants

5

Reactant 3

HCID 6163Diethyl SulfateHCID 522689Potassium FluorideHCID 109000342,3,3,3-Tetrafluoro-2-(trifluoromethyl)propanoyl fluoride

Product 1

HCID 205999Ethyl perfluoroisobutyl etherYield 75.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared essentially as in Example 1 using anhydrous potassium fluoride (31.9 g, 0.55 mole), anhydrous dimethyl formamide (184 g), perfluoroisobutryl fluoride (112.3 g of 77% purity, 0.4 mole), and diethyl sulfate (100.1 g, 0.65 mole). The resulting mixture was worked up essentially as in Example 3 to yield 80 g of the title compound. The product identity was confirmed by IR, GCMS, and 1H and 19F NMR.

Sources & evidence

ORD record
ord-652049adb3d2452ea2fcc7457911379e
Source dataset
uspto-grants-1999_10
Patent number
US05962390

Reaction notes

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