Reacción #58961

Ecuación de reacción

diethyl [3-(bromomethyl)benzyl]phosphonate

potassium phthalimide

N,N-dimethylformamide

→

diethyl {3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzyl}phosphonate

Rendimiento 78.3%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with water
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated
5. 5
   OtroRecrystallization of the residue from ethyl acetate-hexane

Procedimiento

A mixture of diethyl [3-(bromomethyl)benzyl]phosphonate (10 g), potassium phthalimide (5.77 g) and N,N-dimethylformamide (100 ml) was stirred at room temperature for 14 hrs. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated Recrystallization of the residue from ethyl acetate-hexane gave diethyl {3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]benzyl}phosphonate (9.40 g, 78%) as colorless prism crystals. melting point: 100-101° C.

Fuente