Methane → 4-(Cyanomethoxy)benzonitrile

HRID 66765

Reaktionsgleichung

Reaktionsgleichung von HRID 66765
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].C([O-])([O-])=O.[K+].[K+].Cl[CH2:17][C:18]#[N:19].C>CC(Cl)(Cl)Cl.O.CN(C)C=O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:17][C:18]#[N:19])=[CH:5][CH:4]=1)#[N:2]

Komponenten

8

Edukt 4

HCID 297MethaneHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 130194-Cyanophenol

Produkt 1

HCID 205290614-(Cyanomethoxy)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 62781,1,1-TrichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

The compound of 4-cyanophenoxyacetonitrile was prepared by heating 29.8 g of 4-cyanophenol, 44.8 g of anhydrous K2CO3, 40 ml of dimethylformamide and 18.75 g of chloroacetonitrile with stirring in a round-bottomed three-necked flask at 70°-80° C. for 3 hours, after which time the reaction mixture was poured into an ice and water mixture, which resulted in crystal formation. The crystals were separated by filtering and were then washed with water. After drying a pale tan solid was obtained which was then dissolved in methylchloroform at reflux temperature, treated with activated charcoal and filtered. The filtrate was cooled to 5° C. and the resulting crystals filtered and dried to give the 4-cyanophenoxyacetonitrile.

Aufarbeitung

  1. customThe compound of 4-cyanophenoxyacetonitrile was prepared
  2. customresulted in crystal formation
  3. customThe crystals were separated
  4. filtrationby filtering
  5. washwere then washed with water
  6. customAfter drying a pale tan solid
  7. customwas obtained which
  8. temperatureat reflux temperature
  9. filtrationfiltered
  10. filtrationthe resulting crystals filtered
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-00053850eedf48998b805479552470f3
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343808

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