Reacción #95042

Ecuación de reacción

3-nitrophenol

chloroacetonitrile

K2CO3

water

→

3-nitrophenoxyacetonitrile

Rendimiento 88.0%

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Otroresulted in crystal formation
3. 3
   Filtraciónthe solids were filtered
4. 4
   Lavadowashed well with water
5. 5
   Otrodried overnight in a vacuum oven
6. 6
   workup.ADDITIONtreated with activated charcoal
7. 7
   Filtraciónfiltered
8. 8
   Otrothe resulting solids removed by filtration
9. 9
   OtroDrying in a vacuum oven

Procedimiento

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.

Fuente