2-Fluoroacryloyl chloride → Perfluoro-2,3-dimethyl-2-butyl alpha-fluoroacrylate

HRID 1109280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1109280
[F:1][C:2]([F:20])([F:19])[C:3]([C:15]([F:18])([F:17])[F:16])([O-:14])[C:4]([F:13])([C:9]([F:12])([F:11])[F:10])[C:5]([F:8])([F:7])[F:6].[K+].[F:22][C:23](=[CH2:27])[C:24](Cl)=[O:25]>C(OCC)C>[F:22][C:23](=[CH2:27])[C:24]([O:14][C:3]([C:15]([F:16])([F:17])[F:18])([C:4]([F:13])([C:5]([F:8])([F:7])[F:6])[C:9]([F:12])([F:11])[F:10])[C:2]([F:19])([F:20])[F:1])=[O:25]

Komponenten

4

Edukt 2

HCID 27833352-Fluoroacryloyl chlorideHCID 86746683Potassium perfluoro-2,3-dimethyl-2-butanolate

Produkt 1

HCID 13980928Perfluoro-2,3-dimethyl-2-butyl alpha-fluoroacrylateAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of 213.6 g (0.571 mol) of potassium perfluoro-2,3-dimethyl-2-butanolate in 250 ml of dry diethyl ether was added dropwise with stirring at a temperature of 25°0 C. to a solution of 62 g (0.571 mol) of α-fluoroacryloyl chloride (obtained according to Example 4) in 100 ml of dry diethyl ether in the course of 1 hour, and a colorless solid precipitated. The reaction mixture was stirred at a temperature of 25° C. for a further hour, and the solid was filtered off. The filtrate had added to it 0.01 g of hydroquinone monomethyl ether and was then distilled under reduced pressure. 167 g (72 percent of theory) of perfluoro-2,3-dimethyl-2-butyl α-fluoroacrylate having a boiling point of 43° C. (under 20 mbar) were obtained.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at a temperature of 25° C. for a further hour
  2. filtrationthe solid was filtered off
  3. additionThe filtrate had added to it 0.01 g of hydroquinone monomethyl ether
  4. distillationwas then distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a2f49f2a3b464e0cb9cacd265d1d5d70
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05319131

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