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

HRID 843407Notes

Reaction equation

HRID 843407 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-4bb0ac6c3d714d249bc3cd41db843b5a
Source dataset
uspto-grants-2002_04
Patent number
US06376452B1

Reaction notes

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