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Dimethyl Sulfate → 1,1,1,2,3,4,4,4-Octafluoro-2-methoxy-3-(trifluoromethyl)butane

HRID 1634163
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1634163
[F-:1].[K+].CCCCCCCCCC[N+](CCCCCCCCCC)(CCCCCCCCCC)C.CCCCCCCCC[N+](CCCCCCCCC)(CCCCCCCCC)C.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].[Cl-].[Cl-].[C:93]([C:97]([C:99]([C:105]([F:108])([F:107])[F:106])([C:101]([F:104])([F:103])[F:102])[F:100])=O)([F:96])([F:95])[F:94].S([O:114][CH3:115])(OC)(=O)=O.[OH-].[K+]>O.COCCOCCOC>[C:93]([C:97]([C:99]([C:105]([F:108])([F:107])[F:106])([C:101]([F:104])([F:103])[F:102])[F:100])([O:114][CH3:115])[F:1])([F:96])([F:95])[F:94]
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Komponenten

8

Edukt 5

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 522689Potassium FluorideHCID 141753771,1,1,3,4,4,4-Heptafluoro-3-(trifluoromethyl)butan-2-oneHCID 16218603Methyl-tri(nonyl)azanium;methyl(trioctyl)azanium;tris-decyl(methyl)azanium;trichloride

Produkt 1

HCID 22987398
1,1,1,2,3,4,4,4-Octafluoro-2-methoxy-3-(trifluoromethyl)butane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8150DiglymeLösungsmittel

Versuchsvorschrift

The title compound was prepared essentially as in Example 3 using anhydrous potassium fluoride (12.8 g, 0.22 mol), anhydrous diethylene glycol dimethyl ether (diglyme, 106 g), methyltrialkyl(C8-C10 )ammonium chloride (Adogen™ 464, available from Aldrich Chemical Company, 4 g), CF3COCF(CF3)2 (53.2 g, 0.20 mol, prepared essentially by the procedure of Smith et al., J. Am. Chem. Soc., 84, 4285 (1962)), and dimethyl sulfate (33.9 g, 0.72 mol). Aqueous potassium hydroxide was added to the reaction mixture (approximately 25 g of 50% solution), followed by water (200 mL). The resulting crude product was azeotropically distilled from the reaction mixture. The lower phase of the resulting distillate was separated from the upper phase, was washed with water, was dried over anhydrous sodium sulfate, and was distilled (b.p. 82-83° C.; yield of 45 g). The product identity was confirmed by GCMS and by FTIR.

Aufarbeitung

  1. customprepared essentially by the procedure of Smith et al., J
  2. distillationThe resulting crude product was azeotropically distilled from the reaction mixture
  3. customThe lower phase of the resulting distillate was separated from the upper phase
  4. washwas washed with water
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. distillationwas distilled (b.p. 82-83° C.; yield of 45 g)

Quellen und Nachweise

ORD-Eintrag
ord-c4e08e1afca24a2cb980500794e6975d
Quelldatensatz
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06506459B2

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