Реакция #742252

ord-ff72df1e00034eddb3180f5fcfb72700

Уравнение реакции

CCOC(=O)C=Cc1ccccc1O
3-(2-hydroxy-phenyl)-acrylic acid ethyl ester
C=CCCCCCCCCO
dec-9-en-1-ol
C=CCCCCCCCCOC(=O)/C=C/c1ccccc1O
colourless crystals
Выход 21.5%
C=CCCCCCCCCOC(=O)/C=C/c1ccccc1O
(E)-3-(2-Hydroxy-phenyl)-acrylic acid dec-9-enyl ester
Выход 21.5%

Растворители

Условия реакции

Температура
150°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеremoving the ethanol
  2. 2
    Другоеformed
  3. 3
    Температураthe reaction mixture was cooled
  4. 4
    Промывкаwashed with brine
  5. 5
    ДругоеThe organic phase was dried
  6. 6
    Другоеevaporated to dryness
  7. 7
    workup.DISTILLATIONThe resulting oil was Kugelrohr-distilled
  8. 8
    Другоеcrystallized
  9. 9
    Другоеrecrystallized

Методика

A mixture of 5.0 g 3-(2-hydroxy-phenyl)-acrylic acid ethyl ester, 6.1 g dec-9-en-1-ol and 1.0 g tetraisopropyl-ortho-titanate was heated to 150° C. removing the ethanol formed. After stirring for 2.5 hours at this temperature, the reaction mixture was cooled, diluted with ether and washed with brine. The organic phase was dried and evaporated to dryness. The resulting oil was Kugelrohr-distilled, crystallized and recrystallized to yield 1.69 g of colourless crystals.

Источник

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