Reacción #63323

Ecuación de reacción

4-Hydroxybenzaldehyde

sodium hydride

N-(3-Bromopropyl)phthalimide

→

title compound

Rendimiento 68.3%

2-[3-[4-Formylphenoxy]propyl]-1H-isoindole-1,3-dione

Rendimiento 68.3%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe mixture was poured onto ice
2. 2
   Otrothe resulting white solid was recrystallised from a mixture of dichloromethane and cyclohexane

Procedimiento

4-Hydroxybenzaldehyde (24.4 g) and sodium hydride (4.8 g) in dry dimethylformamide (400 ml) were stirred at room temperature for 3 h. N-(3-Bromopropyl)phthalimide (55.0 g) was added and the reaction was stirred for a further 5 h. The mixture was poured onto ice and the resulting white solid was recrystallised from a mixture of dichloromethane and cyclohexane to yield the title compound (42.2 g) m.p. 120°-1°. TLC silica, ethyl acetate, Rf 0.7.

Fuente