Reaktion #531877

Reaktionsgleichung

ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate

propylamine

→

ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate

Ausbeute 74.3%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was evaporated
2. 2
   workup.ADDITIONThe residue was diluted with AcOEt
3. 3
   Filtrationthe precipitate was filtered off
4. 4
   SonstigeThe filtrate was evaporated

Vorschrift

To a solution of ethyl 3-chloro-3-(2-chloropyridin-3-yl)-2-cyanoacrylate (0.3 g, 1.10 mmol, 1 eq.) in 5 ml of tetrahydrofuran was added propylamine (0.131 g, 2.21 mmol, 2 eq.) at room temperature. After being stirred for 8 h at 80° C., the mixture was evaporated. The residue was diluted with AcOEt and the precipitate was filtered off. The filtrate was evaporated and the residual oil was subjected to column chromatography to give ethyl (2Z)-3-(2-chloropyridin-3-yl)-2-cyano-3-(propylamino)acrylate (0.240 g, 74% yield).

Quelle