Reaktion #9729

Reaktionsgleichung

triphenylphosphine

ethyl(2E)-3-[4-(bromomethyl)-2-methylphenyl]prop-2-enoate

intermediate 20

ethyl(2E)-3-[4-(bromomethyl)-2-methylphenyl]prop-2-enoate

triphenylphosphine

→

title compound

{4-[(1E)-3-ethoxy-3-oxoprop-1-enyl]-3-methylbenzyl}(triphenyl)phosphonium bromide

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for 2 hours
3. 3
   Sonstigeat 21° C.
4. 4
   Sonstigeovernight
5. 5
   Temperaturthe reaction heated
6. 6
   Temperaturat reflux for a further 5 hours
7. 7
   Temperaturto cool
8. 8
   Filtrationfiltered

Vorschrift

A solution of ethyl(2E)-3-[4-(bromomethyl)-2-methylphenyl]prop-2-enoate (intermediate 20, 1.494 g) in toluene (30 ml) was stirred and treated with triphenylphosphine (1.52 g) and then heated at reflux for 2 hours then at 21° C. overnight. More triphenylphosphine (0.5 g) was then added and the reaction heated at reflux for a further 5 hours. The mixture was then allowed to cool and filtered to give the title compound as a white solid.

Quelle