Reaktion #833513

ord-9228b63a0d4f4087b9617c6b7a5a7776

Reaktionsgleichung

C=CCOc1ccc(C=O)cc1OCC
3-Ethoxy-4-(2-propenyloxy)benzaldehyde
[Na+].[OH-]
sodium hydroxide
Cc1cc(C)cc(C)c1
mesitylene
C=CCc1cc(C=O)cc(OCC)c1O
3-allyl-5-ethoxy-4-hydroxybenzaldehyde

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    WaschenThe aqueous phase was washed two times with diethyl ether
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    SonstigeAfter drying
  5. 5
    Einengenconcentrating the organic phase, there
  6. 6
    Sonstigethat crystallized
  7. 7
    Temperaturon cooling

Vorschrift

3-Ethoxy-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.087 mol) was heated under reflux in 75 ml mesitylene (1,3,5-trimethylbenzene) for 20 hours. After cooling, 250 ml 2N sodium hydroxide were added to the reaction mixture. The aqueous phase was washed two times with diethyl ether. The aqueous phase was subsequently acidified with concentrated hydrochloric acid under ice cooling and then extracted with ethyl acetate. After drying and concentrating the organic phase, there remained a light orange-colored oil that crystallized on cooling.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07393367B2uspto-grants-2008_07