Reaktion #63584

ord-d048b2236c894727adda9ebde0265e25

Reaktionsgleichung

[Al+3].[Cl-].[Cl-].[Cl-]
aluminium chloride
Fc1ccccc1
fluorobenzene
Cl
hydrochloric acid
N#CCc1ccc(F)cc1
4-fluorobenzeneacetonitrile
BrBr
bromine
N#CC(c1ccc(F)cc1)c1ccc(F)cc1
4-fluoro-α-(4-fluorophenyl)benzeneacetonitrile

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resulting reaction mixture
  2. 2
    workup.STIRRINGAfter stirring for 30 minutes at 50° C.
  3. 3
    ExtraktionThe product was extracted with methylbenzene
  4. 4
    SonstigeThe extract was dried
  5. 5
    Sonstigeevaporated
  6. 6
    SonstigeThe residue was crystallized twice from 2-propanol

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04766125uspto-grants-1988_08