Reaktion #1620613

Reaktionsgleichung

p-toluenesulfonic acid

( 2 )

ethyl 2-trifluoroacetyl-3-(N,N-dimethylamino)-2-propenoate

ethyl trifluoroacetoacetate

DMF dimethyl acetal

→

ethyl 3-(N,N-dimethylamino)-2-propenoate

Ausbeute 75.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeMy result

Vorschrift

My result is especially surprising in view of the results reported by Beck et al., vide supra, who attempted to prepare (2) by reacting ethyl trifluoroacetoacetate with DMF dimethyl acetal in the presence of a catalytic quantity of p-toluenesulfonic acid. The reaction resulted in the formation of ethyl 3-(N,N-dimethylamino)-2-propenoate (4) in 75% yield. Presumably, the methanol by-product further reacted with the target compound (2) to give the unexpected product and methyl trifluoroacetate.

Quelle