Reacción #51423

Ecuación de reacción

potassium phthalimide

water

→

crystals

Rendimiento 157.3%

N-(3-Cyanopropyl)phthalimide

Rendimiento 157.3%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónAfter dilution with 300 ml of water, the aqueous solution was extracted with chloroform (80 ml×3)
2. 2
   LavadoThe combined chloroform solution was washed with 0.5% NaOH aqueous solution (80 ml) and water (100 ml)
3. 3
   Secadodried over anhydrous Na2SO4
4. 4
   OtroAfter evaporation of chloroform
5. 5
   Otroan oil was obtained
6. 6
   OtroThe solid formed
7. 7
   Filtraciónwas collected by filtration
8. 8
   Lavadowashed with water
9. 9
   Otrodried under high vacuum
10. 10
    OtroThe product was recrystallized from methanol which
11. 11
    workup.ADDITIONwas diluted with water

Procedimiento

A mixture of potassium phthalimide (8.48 g, 0.046 mol) and 4-bromopropylcyanide (6.4 g, 0.043 mol) in 50 ml of anhydrous DMF was stirred at 90° C. for 2 h. After dilution with 300 ml of water, the aqueous solution was extracted with chloroform (80 ml×3). The combined chloroform solution was washed with 0.5% NaOH aqueous solution (80 ml) and water (100 ml), and dried over anhydrous Na2SO4. After evaporation of chloroform, an oil was obtained and 300 ml of water was added. The oil was rapidly solidified. The solid formed was collected by filtration, washed with water, and dried under high vacuum. The product was recrystallized from methanol which was diluted with water, to give white crystals (7.75 g, 84%). 1H NMR (CDCl3) δ7.87 (dd, 2H), 7.75 (dd, 2H), 3.83 (t, 2H), 2.44 (t, 2H), 2.09 (quintet, 2H).

Fuente