Reaktion #361287

Reaktionsgleichung

diisopropylethylamine

LiBr

2-(4-bromomethylphenyl)-3-cyanothiophene

ethyl 3-oxohexanoate

→

ethyl 2-[4-(3-cyano-2-thienyl)benzyl]-3-oxohexanoate

Ausbeute 97.7%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis refluxed for 15 h
2. 2
   EinengenIt is concentrated under vacuum
3. 3
   workup.ADDITIONa dilute solution of hydrochloric acid is added
4. 4
   Extraktionthe mixture is extracted with ethyl acetate
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried
7. 7
   Sonstigeevaporated

Vorschrift

A mixture of 50 g of 2-(4-bromomethylphenyl)-3-cyanothiophene, prepared above, 40 g of ethyl 3-oxohexanoate, prepared in Example 1, 300 ml of THF, 62 ml of diisopropylethylamine and 15.6 g of LiBr is refluxed for 15 h. It is concentrated under vacuum, a dilute solution of hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic phases are combined, washed with water, dried and evaporated to give 62.4 g of ethyl 2-[4-(3-cyano-2-thienyl)benzyl]-3-oxohexanoate in the form of an oil, which is used without further purification.

Quelle