2-Fluoroacryloyl chloride → Pentachlorophenyl 2-fluoroprop-2-enoate

HRID 258325

Reaktionsgleichung

Reaktionsgleichung von HRID 258325
[F:1][C:2](=[CH2:6])[C:3](Cl)=[O:4].[C:7]1([O-:18])[C:12]([Cl:13])=[C:11]([Cl:14])[C:10]([Cl:15])=[C:9]([Cl:16])[C:8]=1[Cl:17].[K+]>C(#N)C>[F:1][C:2](=[CH2:6])[C:3]([O:18][C:7]1[C:8]([Cl:17])=[C:9]([Cl:16])[C:10]([Cl:15])=[C:11]([Cl:14])[C:12]=1[Cl:13])=[O:4]

Komponenten

4

Edukt 2

HCID 27833352-Fluoroacryloyl chlorideHCID 23669628Potassium pentachlorophenate

Produkt 1

HCID 14008154Pentachlorophenyl 2-fluoroprop-2-enoateAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

13.9 g (0.128 mol) of α-fluoroacryloyl chloride (obtained in accordance with example 1c) were added dropwise, at a temperature of 25° C., with stirring and in the course of 30 minutes, to a solution of 30 g (0.0985 mol) of potassium pentachlorophenate in 400 ml of anhydrous acetonitrile, and the reaction mixture was then stirred for a further 90 minutes at the same temperature. The solid formed was filtered off and washed with 20 ml of anhydrous acetonitrile. After 0.01 g of hydroquinone monomethyl ether had been added, the volatile constituents in the mixture of filtrate and washing liquor were distilled off and the residue was recrystallized from boiling n-hexane. 17 g (51% of theory) of pentachlorophenyl α-fluoroacrylate were obtained, melting point 90° to 92° C.

Aufarbeitung

  1. customThe solid formed
  2. filtrationwas filtered off
  3. washwashed with 20 ml of anhydrous acetonitrile
  4. additionAfter 0.01 g of hydroquinone monomethyl ether had been added
  5. additionthe volatile constituents in the mixture of filtrate
  6. washwashing liquor
  7. distillationwere distilled off
  8. customthe residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-17a8ba3607094e28a1520323ac231feb
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05266668

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