Réaction #742252

ord-ff72df1e00034eddb3180f5fcfb72700

Équation de réaction

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
Rendement 21.5%
C=CCCCCCCCCOC(=O)/C=C/c1ccccc1O
(E)-3-(2-Hydroxy-phenyl)-acrylic acid dec-9-enyl ester
Rendement 21.5%

Solvants

Conditions de réaction

Température
150°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreremoving the ethanol
  2. 2
    Autreformed
  3. 3
    Températurethe reaction mixture was cooled
  4. 4
    Lavagewashed with brine
  5. 5
    AutreThe organic phase was dried
  6. 6
    Autreevaporated to dryness
  7. 7
    workup.DISTILLATIONThe resulting oil was Kugelrohr-distilled
  8. 8
    Autrecrystallized
  9. 9
    Autrerecrystallized

Mode opératoire

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.

Source

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