Reacción #833513

ord-9228b63a0d4f4087b9617c6b7a5a7776

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter cooling
  2. 2
    LavadoThe aqueous phase was washed two times with diethyl ether
  3. 3
    Extracciónextracted with ethyl acetate
  4. 4
    OtroAfter drying
  5. 5
    Concentraciónconcentrating the organic phase, there
  6. 6
    Otrothat crystallized
  7. 7
    Temperaturaon cooling

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07393367B2uspto-grants-2008_07