Reaktion #2271684

Reaktionsgleichung

3,5-dibromo-4-hydroxyacetophenone

K2CO3

1,3-dibromopropane

→

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

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux 5 hours
2. 2
   SonstigeThe solvent was removed
3. 3
   ExtraktionThe crude product was extracted into dichloromethane (150 ml)
4. 4
   Filtrationthe insoluble inorganics were filtered off
5. 5
   EinengenThe solution was concentrated to dryness again
6. 6
   SonstigePurification
7. 7
   SonstigeThe material thus obtained (2.8 g)
8. 8
   Sonstigewas recrystallized twice from isopropyl ether

Vorschrift

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.

Quelle