Dimethyl Sulfate → Octane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoro-8-methoxy-

HRID 1635584Notes

Reaction equation

HRID 1635584 reaction equation
[F-:1].[K+].[C:3]([C:25]([F:27])=[O:26])([C:6]([C:9]([C:12]([C:15]([C:18]([C:21]([F:24])([F:23])[F:22])([F:20])[F:19])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10])([F:8])[F:7])([F:5])[F:4].S(OC)(O[CH3:32])(=O)=O>CN(C)C=O>[C:25]([O:26][CH3:32])([C:3]([C:6]([C:9]([C:12]([C:15]([C:18]([C:21]([F:22])([F:23])[F:24])([F:19])[F:20])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10])([F:8])[F:7])([F:5])[F:4])([F:27])[F:1]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 67634Octanoyl fluoride, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-HCID 522689Potassium Fluoride

Product 1

HCID 9889952Octane, 1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoro-8-methoxy-Yield 8,967.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared essentially as in Example 3 using anhydrous potassium fluoride (6.62 g, 0.011 mole), anhydrous dimethyl formamide (800 g), C7F15COF (456.7 g, 1.09 mole), and dimethyl sulfate (14.4 g, 0.011 mole). The resulting mixture was worked up essentially as in Example 3 to give 444 g of the title compound (99.7% purity, b.=142-144° C.). The product identity was confirmed by IR, GCMS, and 1H and 19F NMR.

Sources & evidence

ORD record
ord-14ac959073b74caa8e3d7f63277a1009
Source dataset
uspto-grants-2003_01
Patent number
US06509309B2

Reaction notes

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