Reacción #65016

ord-8a78853258fc48d2bcf415d810e7317d

Ecuación de reacción

[Na+].[OH-]
NaOH
COc1ccc(C=O)cc1
p-anisaldehyde
CC(=O)c1ccccc1
acetophenone
COc1ccc(C(=O)C=Cc2ccccc2)cc1
4'-methoxychalcone
Rendimiento 56.0%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextract with ether
  2. 2
    Lavadowash with water and brine
  3. 3
    Secadodry over Na2SO4
  4. 4
    Concentraciónconcentrate to a solid
  5. 5
    OtroRecrystallize the solid from ether/hexanes

Procedimiento

Step A Add 10% aqueous NaOH (38 mL) to a solution of p-anisaldehyde (25 mL, 0.206 mol) and acetophenone (23.97 mL, 0.206 mol) in EtOH (500 mL). Stir the mixture at room temperature over night. Dilute the mixture with water and extract with ether. Combine the ethereal extracts, wash with water and brine, dry over Na2SO4 and concentrate to a solid. Recrystallize the solid from ether/hexanes to provide 27.51 g (56%) of 4'-methoxychalcone, mp 72°-74° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05416118uspto-grants-1995_05