Reaktion #833516

ord-d708f8ab87b842b69c87f4960445db8f

Reaktionsgleichung

C=CCOc1ccc(C=O)cc1Br
3-Bromo-4-(2-propenyloxy)benzaldehyde
[Na+].[OH-]
sodium hydroxide
Cc1cc(C)cc(C)c1
mesitylene
C=CCc1cc(C=O)cc(Br)c1O
3-allyl-5-bromo-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
  6. 6
    Sonstigecrystallized
  7. 7
    Temperaturon cooling

Vorschrift

3-Bromo-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.083 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 an oil that crystallized on cooling.

Quelle

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