Oxygen → 5H-Octafluoropentanoic acid

HRID 2407648

Reaktionsgleichung

Reaktionsgleichung von HRID 2407648
N([O-])=O.[Na+].CC1(C)N([O])C(C)(C)CCC1.CC(O[Na])=[O:18].[F:21][C:22]([F:34])([C:25]([F:33])([F:32])[C:26]([F:31])([F:30])[CH:27]([F:29])[F:28])[CH2:23][OH:24].O=O>C(O)(=O)C>[F:21][C:22]([F:34])([C:25]([F:32])([F:33])[C:26]([F:30])([F:31])[CH:27]([F:28])[F:29])[C:23]([OH:18])=[O:24]

Komponenten

7

Edukt 5

HCID 977OxygenHCID 96412,2,3,3,4,4,5,5-Octafluoro-1-pentanolHCID 2724126TempoHCID 23668193Sodium NitriteHCID 178418247HCID 178418247, Verbindung

Produkt 1

HCID 1202275H-Octafluoropentanoic acidAusbeute 55,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

60 mL of acetic acid, 0.46 g sodium nitrite, TEMPO (0.35 g), CH3CO2Na (6.88 g) and 6.5 g of 2,2,3,3,4,4,5,5-octafluoro-pentan-1-ol were placed in a 100 mL1 glass flask equipped with a balloon containing oxygen, a reflux condenser and a stirrer. The mixture was stirred for 16 hr at 60° C. upon which the mixture was acidified as described in example 17 and extracted with diethyl ether (three times). The combined organic phases were washed with water and dried over magnesium sulfate. The solvent was removed at a rotary evaporator and the residue was distilled to give 3.82 g of acid (20 mmHg, 65° C.). Yield: 55%.

Aufarbeitung

  1. customequipped with a balloon
  2. extractionextracted with diethyl ether (three times)
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed at a rotary evaporator
  6. distillationthe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-a55f45991a464080aae0c3f82217b00d
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809580B2

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