Reaktion #742251

ord-c69e671eabb14e97a6afaf4458a2d516

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux for 28 hours
  2. 2
    Einengenthe reaction mixture was concentrated
  3. 3
    workup.ADDITIONThe residue was diluted with 500 ml HCl 2N
  4. 4
    Extraktionextracted with ether
  5. 5
    WaschenThe organic phase was washed with 2N HCl and water
  6. 6
    Sonstigedried
  7. 7
    Sonstigeevaporated to dryness
  8. 8
    SonstigeThe resulting solid was recrystallized

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE043006E1uspto-grants-2011_12