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Trifluoroacetic anhydride → 2-Bromo-4-fluorobenzonitrile

HRID 1834855
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1834855
[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O>N1C=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9845Trifluoroacetic anhydrideHCID 203722342-Bromo-4-fluorobenzamide

Produkt 1

HCID 1189392-Bromo-4-fluorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 10.9 g. (0.05 mole) of 2-bromo-4-fluorobenzamide in 50 ml. of dry pyridine is stirred and cooled in an ice-bath while 11.2 g. (0.0525 mole) of trifluoroacetic anhydride is added dropwise. After 2 hours at room temperature, the bulk of the solvent is evaporated under reduced pressure and the residue is dissolved in ether. Evaporation of the washed and dried ethereal extract under reduced pressure leaves the product as the residual solid. Sublimation at 55° C. and 0.05 mm. yields white crystals, m.p. 75°-76.5° C. A sample from a previous experiment was resublimed for analysis, m.p. 77°-78° C.

Aufarbeitung

  1. temperaturecooled in an ice-bath while 11.2 g
  2. customthe bulk of the solvent is evaporated under reduced pressure
  3. dissolutionthe residue is dissolved in ether
  4. customEvaporation of the
  5. washwashed
  6. customdried ethereal
  7. extractionextract under reduced pressure
  8. customleaves the product as the residual solid
  9. customat 55° C.
  10. customyields white crystals, m.p. 75°-76.5° C

Quellen und Nachweise

ORD-Eintrag
ord-af1a3cbda2d341cd86e5068c19029d57
Quelldatensatz
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04071570

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