Réaction #742251

ord-c69e671eabb14e97a6afaf4458a2d516

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureat reflux for 28 hours
  2. 2
    Concentrationthe reaction mixture was concentrated
  3. 3
    workup.ADDITIONThe residue was diluted with 500 ml HCl 2N
  4. 4
    Extractionextracted with ether
  5. 5
    LavageThe organic phase was washed with 2N HCl and water
  6. 6
    Autredried
  7. 7
    Autreevaporated to dryness
  8. 8
    AutreThe resulting solid was recrystallized

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE043006E1uspto-grants-2011_12