Hydrochloric Acid → Bis(4-fluorophenyl)acetonitrile

HRID 35306

Reaktionsgleichung

Reaktionsgleichung von HRID 35306
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.BrBr.[Cl-].[Al+3].[Cl-].[Cl-].[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=2)[C:9]#[N:10])=[CH:4][CH:3]=1

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 10008FluorobenzeneHCID 24408BromineHCID 68016Benzeneacetonitrile, 4-fluoro-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 1203651Bis(4-fluorophenyl)acetonitrile

Versuchsvorschrift

70 Parts of 4-fluorobenzeneacetonitrile were heated at 120° C. and there were added dropwise 83 parts of bromine and stirring was continued for 30 minutes. The resulting reaction mixture was added dropwise to a stirred mixture (room temperature) of 85 parts of aluminium chloride and 200 parts of fluorobenzene (exothermic reaction: temperature rises to 50° C.). After stirring for 30 minutes at 50° C., the reaction mixture was poured onto a mixture of crushed ice and 75 parts of hydrochloric acid solution. The product was extracted with methylbenzene. The extract was dried and evaporated. The residue was crystallized twice from 2-propanol, yielding 51 parts of 4-fluoro-α-(4-fluorophenyl)benzeneacetonitrile, mp. 63.5° C. (intermediate 13).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. stirringAfter stirring for 30 minutes at 50° C.
  3. extractionThe product was extracted with methylbenzene
  4. customThe extract was dried
  5. customevaporated
  6. customThe residue was crystallized twice from 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-d048b2236c894727adda9ebde0265e25
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04766125

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