Reaktion #1957759

ord-af660bd7cf184a139868a73e7f4c1c21

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeremoving the ethanol
  2. 2
    Sonstigeformed
  3. 3
    Temperaturthe reaction mixture was cooled
  4. 4
    Waschenwashed with brine
  5. 5
    SonstigeThe organic phase was dried
  6. 6
    Sonstigeevaporated to dryness
  7. 7
    workup.DISTILLATIONThe resulting oil was Kugelrohr-distilled
  8. 8
    Sonstigecrystallized
  9. 9
    Sonstigerecrystallized

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06096918uspto-grants-2000_08