Reacción #2271684

Ecuación de reacción

3,5-dibromo-4-hydroxyacetophenone

K2CO3

1,3-dibromopropane

→

1-[4-(3-bromopropoxy)-3,5-dibromophenyl]ethanone

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux 5 hours
2. 2
   OtroThe solvent was removed
3. 3
   ExtracciónThe crude product was extracted into dichloromethane (150 ml)
4. 4
   Filtraciónthe insoluble inorganics were filtered off
5. 5
   ConcentraciónThe solution was concentrated to dryness again
6. 6
   OtroPurification
7. 7
   OtroThe material thus obtained (2.8 g)
8. 8
   Otrowas recrystallized twice from isopropyl ether

Procedimiento

A stirred mixture of 3,5-dibromo-4-hydroxyacetophenone (3.0 g, 10.1 mmol). K2CO3 (2.8 g, 20.3 mmol), 1,3-dibromopropane (4.0 g, 19.8 mmol) in acetonitrile (100 ml) was heated at reflux 5 hours. The solvent was removed. The crude product was extracted into dichloromethane (150 ml) and the insoluble inorganics were filtered off. The solution was concentrated to dryness again. Purification was carried out by flash chromatography on silica gel (45 g. SiO2: eluted with 1:1 hexane:dichloromethane). The material thus obtained (2.8 g) was recrystallized twice from isopropyl ether to give analytically pure 1-[4-(3-bromopropoxy)-3,5-dibromophenyl]ethanone, m.p.=87°-88° C.

Fuente