Реакция #742251

ord-c69e671eabb14e97a6afaf4458a2d516

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураat reflux for 28 hours
  2. 2
    Концентрированиеthe reaction mixture was concentrated
  3. 3
    workup.ADDITIONThe residue was diluted with 500 ml HCl 2N
  4. 4
    Экстракцияextracted with ether
  5. 5
    ПромывкаThe organic phase was washed with 2N HCl and water
  6. 6
    Другоеdried
  7. 7
    Другоеevaporated to dryness
  8. 8
    ДругоеThe resulting solid was recrystallized

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE043006E1uspto-grants-2011_12