Water → 3-Nitrophenoxyacetonitrile

HRID 66764

Reaktionsgleichung

Reaktionsgleichung von HRID 66764
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Cl[CH2:12][C:13]#[N:14].C([O-])([O-])=O.[K+].[K+].O>CS(C)=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][CH2:12][C:13]#[N:14])([O-:3])=[O:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7856ChloroacetonitrileHCID 111373-NitrophenolHCID 11430Potassium Carbonate

Produkt 1

HCID 3100043-NitrophenoxyacetonitrileAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 41.7 grams (g) of 3-nitrophenol, 24 g of chloroacetonitrile and 58.8 g of anhydrous K2CO3 in 60 milliliters (ml) of DMSO was heated with stirring in a round-bottomed three-necked flask at 70°-80° C. for 3 hours. The reaction mixture was then poured into 1200 ml of ice and water, which resulted in crystal formation. When all of the ice had melted, the solids were filtered, washed well with water and dried overnight in a vacuum oven. The solids were then put in solution in 400 ml of boiling absolute ethanol, treated with activated charcoal and then filtered. The filtrate was cooled to 0° C. and the resulting solids removed by filtration. Drying in a vacuum oven gave 47 g of 3-nitrophenoxyacetonitrile as a pale tan solid having a melting point (m.p.) of 93°-95° C.

Aufarbeitung

  1. temperaturewas heated
  2. customresulted in crystal formation
  3. filtrationthe solids were filtered
  4. washwashed well with water
  5. customdried overnight in a vacuum oven
  6. additiontreated with activated charcoal
  7. filtrationfiltered
  8. customthe resulting solids removed by filtration
  9. customDrying in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-d12c6c991ea148f29868549018fcf0e6
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343808

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