Reacción #94894

Ecuación de reacción

ethyl 3-phenyl-3-(4-nitrophenyl)propenoate

ethanol

potassium hydroxide

→

title compound

3-Phenyl-3-(4-Nitrophenyl)propenoic Acid

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONA mixture of 62.5 g
2. 2
   OtroTo the cooled reaction mixture
3. 3
   workup.ADDITIONwas added 800 ml
4. 4
   Otroof ethyl acetate, and then the ethyl acetate layer was removed
5. 5
   Otrothe solid which precipitated
6. 6
   Filtraciónwas collected by filtration
7. 7
   OtroThis solid was recrystallized from toluene
8. 8
   Otrofrom carbon tetrachloride to give 22 g

Procedimiento

A mixture of 62.5 g. of ethyl 3-phenyl-3-(4-nitrophenyl)propenoate, 100 ml. of ethanol and 300 ml. of 1.5 N potassium hydroxide was heated on a steam bath for 1 hour. To the cooled reaction mixture was added 800 ml. of water and 500 ml. of ethyl acetate, and then the ethyl acetate layer was removed. The aqueous layer was acidified, and the solid which precipitated was collected by filtration. This solid was recrystallized from toluene and then from carbon tetrachloride to give 22 g. of the title compound, m.p. 188°-189° C.

Fuente