Tetrafluorophthalonitrile → 1,4-Bis(3,4-dicyanotrifluorophenoxy)tetrafluorobenzene

HRID 2253853

Reaktionsgleichung

Reaktionsgleichung von HRID 2253853
[F:1][C:2]1[C:3](F)=[C:4]([F:13])[C:5]([F:12])=[C:6]([C:10]#[N:11])[C:7]=1[C:8]#[N:9].[F:15][C:16]1[C:21]([OH:22])=[C:20]([F:23])[C:19]([F:24])=[C:18]([OH:25])[C:17]=1[F:26].[Na].[Na]>CN(C=O)C>[C:8]([C:7]1[C:2]([F:1])=[C:3]([C:4]([F:13])=[C:5]([F:12])[C:6]=1[C:10]#[N:11])[O:22][C:21]1[C:16]([F:15])=[C:17]([F:26])[C:18]([O:25][C:3]2[C:4]([F:13])=[C:5]([F:12])[C:6]([C:10]#[N:11])=[C:7]([C:8]#[N:9])[C:2]=2[F:1])=[C:19]([F:24])[C:20]=1[F:23])#[N:9]

Komponenten

4

Edukt 2

HCID 74600TetrafluorophthalonitrileHCID 88247385Disodium tetrafluorohydroquinone

Produkt 1

HCID 111459791,4-Bis(3,4-dicyanotrifluorophenoxy)tetrafluorobenzeneAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In an Erlenmeyer flask were charged 40.0 g (0.2 mol) of tetrafluorophthalonitrile and 0.1 liter of DMF. The flask containing the mixture was immersed in an ice-water bath to keep the mixture at 0° to 5° C. To the mixture was added portionwise in 10 minutes 11.3 g (0.05 mol) of disodium tetrafluorohydroquinone. The resulting mixture was stirred at that temperature for 20 minutes and then at room temperature for 30 minutes. Thereafter, the reaction mixture was treated in the same manner as in Example 16 and the product was identified in the same manner as in Example 16. Thus 14.6 g of 1,4-bis(3,4-dicyanotrifluorophenoxy)tetrafluorobenzene was obtained in a yield of 54%.

Aufarbeitung

  1. additionThe flask containing the mixture
  2. customwas immersed in an ice-water bath
  3. customat 0° to 5° C
  4. waitat room temperature for 30 minutes
  5. additionThereafter, the reaction mixture was treated in the same manner as in Example 16

Quellen und Nachweise

ORD-Eintrag
ord-bd4c3be962254c8e968269ba603b1870
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05233018

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