Reacción #742251

ord-c69e671eabb14e97a6afaf4458a2d516

Ecuación de reacción

CCOC(=O)C=Cc1ccccc1O
3-(2-hydroxy-phenyl)-acrylic acid ethyl ester
[K+].[OH-]
potassium hydroxide
O=C(O)/C=C/c1ccccc1O
colourless crystals
Rendimiento 51.9%
O=C(O)/C=C/c1ccccc1O
(E)-3-(2-Hydroxy-phenyl)-acrylic acid
Rendimiento 51.9%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux for 28 hours
  2. 2
    Concentraciónthe reaction mixture was concentrated
  3. 3
    workup.ADDITIONThe residue was diluted with 500 ml HCl 2N
  4. 4
    Extracciónextracted with ether
  5. 5
    LavadoThe organic phase was washed with 2N HCl and water
  6. 6
    Otrodried
  7. 7
    Otroevaporated to dryness
  8. 8
    OtroThe resulting solid was recrystallized

Procedimiento

To a solution of 100.0 g 3-(2-hydroxy-phenyl)-acrylic acid ethyl ester in 500 ml of ethanol, a solution of 50.9 g potassium hydroxide in 500 ml of water was dropped in at room temperature. After stirring at reflux for 28 hours, the reaction mixture was concentrated. The residue was diluted with 500 ml HCl 2N and extracted with ether. The organic phase was washed with 2N HCl and water, dried and evaporated to dryness. The resulting solid was recrystallized to yield 44.3 g of colourless crystals.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043006E1uspto-grants-2011_12