4-Carbomethoxyperfluoro-2-methyl-3-oxapentanoyl fluoride → Dipotassium perfluoro-2,4-dimethyl-3-oxa-1,5-pentanedioate

HRID 3962Notes

Reaction equation

HRID 3962 reaction equation
[C:1]([C:5]([F:20])([C:16]([F:19])([F:18])[F:17])[O:6][C:7]([F:15])([C:11]([F:14])([F:13])[F:12])[C:8](F)=[O:9])([O:3]C)=[O:2].C[Si](C)(C)[O-:23].[K+:26]>CCOCC>[F:15][C:7]([C:11]([F:14])([F:13])[F:12])([O:6][C:5]([F:20])([C:16]([F:17])([F:18])[F:19])[C:1]([O-:3])=[O:2])[C:8]([O-:9])=[O:23].[K+:26].[K+:26]

Participants

4

Reactant 2

HCID 136281844-Carbomethoxyperfluoro-2-methyl-3-oxapentanoyl fluorideHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 14177463Dipotassium perfluoro-2,4-dimethyl-3-oxa-1,5-pentanedioateYield 98%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The procedure of Example 1 was followed using ~95% pure 4-carbomethoxyperfluoro-2-methyl-3-oxapentanoyl fluoride (12.5 g, 39 mmol), potassium trimethylsilanolate (10 g, 78 mmol), and dry ether (300 mL). Dipotassium perfluoro-2,4-dimethyl-3-oxa-1,5-pentanedioate (14.6 g, 98% yield) was isolated as a white solid: 19F NMR (D2O) δ -78.8 (m, CF3, 6F), -124.1 (m, CF, 1F), -130.3 ppm (m, CF, 1F). Anal. Calcd. for C6F8K2O5 : C, 18.85; F, 39.76; K, 20.46. Found: C, 17.45; F, 37.65, 37.53; K, 21.50, 21.30.

Sources & evidence

ORD record
ord-e0d0cd5654d8408eaa2d8ff993c43dc8
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Reaction notes

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