Reacción #67304

Ecuación de reacción

Water

5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate

KOH

→

title compound

Rendimiento 8.9%

(7-BROMO-5-CHLORO-2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL)METHANOL

Rendimiento 8.9%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe solution was extracted with EtOAc
2. 2
   LavadoThe combined organic phases were washed with brine
3. 3
   Secadodried (Na2SO4)
4. 4
   Otroevaporated to dryness
5. 5
   OtroPurification on flash column chromatography (isooctane/EtOAc)

Procedimiento

To a solution of 5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate (4.4 g, 13.7 mmol) in dioxane (20 ml) was added KOH (10%, 40 ml) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness. Purification on flash column chromatography (isooctane/EtOAc) gave the title compound (0.34 g). MS m/z (rel. intensity, 70 eV) 280 (M+, bp), 278 (78), 224 (68), 222 (54), 57 (37).

Fuente