Reacción #2195521

ord-c7ad87354f2b4620882fd2cfcce6d9df

Ecuación de reacción

COc1cc(CCO)ccc1O
4-Hydroxy-3-methoxyphenethyl alcohol
CCCO
1-propanol
CCCOC(=O)Cc1ccc(O)c(OC)c1
15-A
CCCOC(=O)Cc1ccc(O)c(OC)c1
3-methoxy-4-hydroxyphenylacetic acid propyl ester

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe 1-propanol was removed under reduced pressure
  2. 2
    workup.ADDITIONthe resulting oil was diluted with ethyl acetate
  3. 3
    Lavadowashed with saturated sodium bicarbonate solution
  4. 4
    workup.DISTILLATIONdistilled water
  5. 5
    SecadoThe solution was dried over magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    Otrothe solvent was removed under reduced pressure

Procedimiento

4-Hydroxy-3-methoxyphenethyl alcohol (Sigma-Aldrich) was dissolved in anhydrous 1-propanol. To this solution ˜5 drops of concentrated sulphuric acid were added and the solution was heated at 100° C. for 3-5 hours in a pressure tube. When the reaction was complete, the 1-propanol was removed under reduced pressure, the resulting oil was diluted with ethyl acetate and washed with saturated sodium bicarbonate solution, distilled water, and then brine. The solution was dried over magnesium sulfate and filtered and the solvent was removed under reduced pressure, giving 15-A as a red oil in almost quantitative yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07514425B2uspto-grants-2009_04