Reaktion #3500

Reaktionsgleichung

water

sodium hydride

N-methoxy-p-chlorobenzamide

propargyl bromide

→

N-methoxy-N-propargyl-p-chlorobenzamide

Ausbeute 36.5%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturin this order while being cooled with ice
2. 2
   TemperaturThe mixture was heat-refluxed for 8 hours
3. 3
   workup.ADDITIONwas added to the reaction solution
4. 4
   Extraktionthe mixture was extracted with ethyl acetate
5. 5
   SonstigeThe extract was dried
6. 6
   Einengenconcentrated
7. 7
   Sonstigepurified by silica gel column chromatography

Vorschrift

0.22 g of sodium hydride (60% in oil) was suspended in 10 ml of tetrahydrofuran, and 1.0 g of N-methoxy-p-chlorobenzamide and 0.68 g of propargyl bromide were added thereto in this order while being cooled with ice. The mixture was heat-refluxed for 8 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was dried, concentrated and purified by silica gel column chromatography to obtain 0.44 g of N-methoxy-N-propargyl-p-chlorobenzamide.

Quelle