Reacción #833511

ord-a85e475e5a284b7cb732c9fb8d9f8aa3

Ecuación de reacción

C=CCOc1ccc(C=O)cc1OC
3-Methoxy-4-(2-propenyloxy)benzaldehyde
[Na+].[OH-]
sodium hydroxide
Cc1cc(C)cc(C)c1
mesitylene
C=CCc1cc(C=O)cc(OC)c1O
3-allyl-4-hydroxy-5-methoxybenzaldehyde

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-Methoxy-4-(2-propenyloxy)benzaldehyde (19.7 g, 0.100 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