Ammonia → 4,5-Diethoxy-3-fluorophthalonitrile

HRID 1295949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295949
Br[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([O:11][CH2:12][CH3:13])=[C:4]([F:14])[C:3]=1Br.[Cu](C#N)[C:17]#[N:18].N.[CH3:22][N:23](C)C=O>>[CH2:12]([O:11][C:5]1[C:4]([F:14])=[C:3]([C:22]#[N:23])[C:2](=[CH:7][C:6]=1[O:8][CH2:9][CH3:10])[C:17]#[N:18])[CH3:13]

Komponenten

5

Edukt 4

HCID 222AmmoniaHCID 6228DimethylformamideHCID 117098891,2-Dibromo-4,5-diethoxy-3-fluorobenzeneHCID 178418260HCID 178418260, Verbindung

Produkt 1

HCID 229298414,5-Diethoxy-3-fluorophthalonitrile

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

After dissolving the 1,2-dibromo-4,5-diethoxy-3-fluorobenzene (480 g) in dimethylformamide (1400 ml), copper cyanide (345 g) was added and the mixture was stirred at 150° C. for 3 hours. Saturated aqueous ammonia was added to the reaction mixture, and then the mixture was stirred overnight and extraction was performed with toluene. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (513 g) as white crystals.

Aufarbeitung

  1. additionwas added
  2. stirringthe mixture was stirred overnight
  3. extractionextraction
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-f1aa9cb6fca04ca9b6398103df5a9706
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244730B2

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