Reaktion #95087

Reaktionsgleichung

3-(2-nitrophenyl)propenoic acid

ethyl chloroformate

octylamine

triethylamine

→

title compound

N-Octyl-3-(2-Nitrophenyl)propenamide

Lösungsmittel

dichloromethane

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 9.7 g
2. 2
   Temperaturit was cooled in an ice-bath
3. 3
   workup.ADDITIONTo the mixture was then added
4. 4
   Waschenit was washed successively with 1 N potassium carbonate, 1 N hydrochloric acid, water and saturated sodium chloride
5. 5
   SonstigeThe resulting solution was dried
6. 6
   Sonstigeevaporated in vacuo
7. 7
   Sonstigeleaving 14.5 g

Vorschrift

A mixture of 9.7 g. of 3-(2-nitrophenyl)propenoic acid, 5.6 g. of triethylamine and 240 ml. of dichloromethane was stirred at room temperature for 20 minutes, and then it was cooled in an ice-bath. To the mixture was then added, dropwise, during 15 minutes, a solution of 6.0 g. of ethyl chloroformate in 20 ml. of dichloromethane. After 15 minutes of stirring, a solution of 7.1 g. of octylamine in 20 ml. of dichloromethane was added dropwise, during 10 minutes. The reaction mixture was allowed to warm to room temperature, and then it was washed successively with 1 N potassium carbonate, 1 N hydrochloric acid, water and saturated sodium chloride. The resulting solution was dried and evaporated in vacuo, leaving 14.5 g. (95%) yield of the title compound as a tan solid.

Quelle