18-Crown-6 → HCID 15452060, Verbindung

HRID 1005487Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1005487
Cl[C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[C:3]=1[C:4]#[N:5].[F-:15].[K+].C1OCCOCCOCCOCCOCCOC1>CN(C)C=O>[Cl:10][C:9]1[C:2]([F:15])=[C:3]([C:6]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:8]=1)[C:4]#[N:5]

Komponenten

5

Edukt 3

HCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 109775462,3-Dichloro-6-(trifluoromethyl)benzonitrile

Produkt 1

HCID 15452060HCID 15452060, VerbindungAusbeute 72,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 0.96 g of 2,3-dichloro-6-trifluoromethylbenzonitrile in 7 ml of N,N-dimethylformamide was added 0.46 g of spray-dried potassium fluoride and 0.1 g of 18-crown-6-ether and the mixture was stirred for 6 hours at 100° C. under a nitrogen atmosphere. After cooling, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with saturated saline solution and dried over anhydrous magnesium sulfate. After distilling the solvent under reduced pressure, the crude product obtained was purified by using silica gel column chromatography to obtain 0.65 g of the title compound(mp. 43-44° C.).

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter distilling the solvent under reduced pressure
  6. customthe crude product obtained
  7. customwas purified

Quellen und Nachweise

ORD-Eintrag
ord-9cbea0cc61ff4c699ec7bf5d529e5133
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06054605

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