反応 #83176

反応方程式

anthranilonitrile

4-[(diethoxyphosphoryl)-methyl]benzoyl chloride

→

diethyl 4-[N-(2-cyanophenyl)carbamoyl]benzyl-phosphonate

溶媒

pyridine

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   温度cooling
2. 2
   洗浄washed with diluted hydrochloric acid
3. 3
   乾燥The organic layer was dried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   その他The residue was recrystallized from chloroform-n-hexane

実験手順

A 15.7 g portion of anthranilonitrile was dissolved in 50 ml of pyridine. While the solution was stirred under ice-cooling, a solution of 40.7 g of 4-[(diethoxyphosphoryl)-methyl]benzoyl chloride in 50 ml of dry dichloromethane was added dropwise. The stirring was continued at room temperature for 12 hours, after which the reaction mixture was diluted with 200 ml of dichloromethane and washed with diluted hydrochloric acid. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was recrystallized from chloroform-n-hexane to provide 25.9 g of diethyl 4-[N-(2-cyanophenyl)carbamoyl]benzyl-phosphonate as colorless crystals.

出典