Reaktion #63957

Reaktionsgleichung

6-chloro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline

ethyl formate

→

6-chloro-3-hydroxymethylene-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline

Ausbeute 75.1%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe mixture was washed successively with diisopropyl ether and ethyl acetate
2. 2
   FiltrationThe resultant precipitate was collected by filtration
3. 3
   Sonstigedried

Vorschrift

A mixture of 6-chloro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline(200.5 g) and 1,5-diazabicyclo[5,4, 0] undecene-5(384.9 g) in ethyl formate(400.9 g) was heated at 55° C. with stirring for 7 hours and then diluted with cold water(450 ml). The mixture was washed successively with diisopropyl ether and ethyl acetate and then the aqueous layer was acidified with hydrochloric acid under ice cooling. The resultant precipitate was collected by filtration and dried to give 6-chloro-3-hydroxymethylene-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline(168.29 g).

Quelle