Reaktion #214191

Reaktionsgleichung

ethyl 2-(p-formylphenyl)propionate

morpholinocyclopentene

hydrochloric acid

water

→

Ethyl 2-[4-(2-oxo-1-cyclopentylidenemethyl)phenyl]propionate

desired product

Lösungsmittel

benzene

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 10 hours
3. 3
   TemperaturAfter cooling
4. 4
   workup.ADDITIONwas added to the reaction mixture under ice-
5. 5
   Temperaturcooling
6. 6
   Sonstigean organic layer was separated
7. 7
   Waschenwashed with water
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled off
10. 10
    Sonstigeto leave an oily substance, which
11. 11
    workup.DISTILLATIONwas then distilled under reduced pressure

Vorschrift

A mixture of 5.15 g of ethyl 2-(p-formylphenyl)propionate and 4.5 g of morpholinocyclopentene in 10 ml of benzene was heated under reflux for 10 hours. After cooling, a mixture of 5 ml of conc. hydrochloric acid and 5 ml of water was added to the reaction mixture under ice-cooling and the resulting mixture was stirred at room temperature overnight. After addition of 100 ml of benzene, an organic layer was separated, washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to leave an oily substance, which was then distilled under reduced pressure to give 5.3 g of the desired product having a boiling point of 160°-165° C./0.25 mmHg.

Quelle