Reaktion #50646

Reaktionsgleichung

potassium hydroxide

diethyl cyanomethylphosphonate

4-chloro-3-trifluoromethylbenzaldehyde

→

4-chloro-3-trifluoromethyl-cinnamonitrile

Ausbeute 87.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturof heat
2. 2
   Filtrationis filtered off
3. 3
   Waschenwashed with tetrahydrofuran
4. 4
   EinengenThe filtrate is concentrated in vacuo
5. 5
   Sonstigethe remaining residue is dried

Vorschrift

A solution consisting of 10.6 g (0.06 mol) of diethyl cyanomethylphosphonate and 12.5 g (0.06 mol) of 4-chloro-3-trifluoromethylbenzaldehyde in 65 ml of tetrahydrofuran is added dropwise to a suspension of 6.7 g (0.12 mol) of powdered potassium hydroxide in 185 ml of tetrahydrofuran. During this process, there is a slight evolution of heat. Subsequently, the mixture is stirred at room temperature for 20 minutes and the solid material which separates off is filtered off and washed with tetrahydrofuran. The filtrate is concentrated in vacuo and the remaining residue is dried. 12.1 g (87.0% of theory) of 4-chloro-3-trifluoromethyl-cinnamonitrile are obtained as an E/Z isomeric mixture.

Quelle