Reacción #94893

Ecuación de reacción

4-nitrobenzophenone

sodium hydride

diethyl ethoxycarbonylmethylphosphonate

→

title compound

Ethyl 3-Phenyl-3-(4-nitrophenyl)propenoate

Disolventes

1,2-dimethoxyethane

1,2-dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITwas continued overnight
2. 2
   Otrothe solvent was removed by evaporation in vacuo
3. 3
   OtroThe residue was partitioned between ethyl acetate and water
4. 4
   OtroThe layers were separated
5. 5
   Extracciónthe water layer was extracted with fresh ethyl acetate
6. 6
   OtroThe combined ethyl acetate solutions were evaporated in vacuo

Procedimiento

To a stirred suspension of sodium hydride, derived from 10.56 g. of a 50% suspension in mineral oil, in 400 ml. of 1,2-dimethoxyethane was added 51.6 g. of diethyl ethoxycarbonylmethylphosphonate, during 1 hour. When gas evolution ceased, a solution of 47.7 g. of 4-nitrobenzophenone in 400 ml. of 1,2-dimethoxyethane was added, dropwise, during 1.5 hours. Stirring was continued overnight and then the solvent was removed by evaporation in vacuo. The residue was partitioned between ethyl acetate and water. The layers were separated, and the water layer was extracted with fresh ethyl acetate. The combined ethyl acetate solutions were evaporated in vacuo to give the title compound as an oil, which slowly solidified.

Fuente