Reacción #881

ord-ab767623531e408bb0c0320b5128145a

Ecuación de reacción

O=Cc1ccc(O)cc1
4-hydroxybenzaldehyde
BrCCC1OCCCO1
2-(2-bromoethyl)-1,3-dioxane
[I-].[K+]
potassium iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=Cc1ccc(OCCC2OCCO2)cc1
4-(2-[1,3]-dioxolan-2-yl-ethoxy)benzaldehyde
Rendimiento 104.5%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroreacted at 80° C. for 5 hr
  2. 2
    Lavadowashed once with a saturated aqueous potassium carbonate solution
  3. 3
    workup.DISTILLATIONdistilled water and saturated saline
  4. 4
    SecadoThe washed organic phase was dried over anhydrous magnesium sulfate
  5. 5
    Otrothe solvent was removed

Procedimiento

In a 500 ml flask, 120 ml of acetonitrile, 13.8 g of 4-hydroxybenzaldehyde, 19.9 g of 2-(2-bromoethyl)-1,3-dioxane, 1.8 g of potassium iodide, and 35.8 g of potassium carbonate were placed and then, reacted at 80° C. for 5 hr. Thereafter, to the reaction mixture was added 200 ml of ethyl acetate and washed once with a saturated aqueous potassium carbonate solution, distilled water and saturated saline. The washed organic phase was dried over anhydrous magnesium sulfate and the solvent was removed, to give 23.7 g of 4-(2-[1,3]-dioxolan-2-yl-ethoxy)benzaldehyde.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723258uspto-grants-1998_03