Reacción #411779

Ecuación de reacción

potassium phthalimide

5-chloro-2-pentanone

→

( 14.1 )

Rendimiento 34.1%

2-(4-Oxopentyl)isoindole-1,3-dione

Rendimiento 34.1%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe mixture is left
2. 2
   FiltraciónAfter filtering
3. 3
   Otrothe filtrate is partitioned between water and dichloromethane
4. 4
   OtroThe phases are separated
5. 5
   Lavadothe organic phase is washed successively with water, twice with an 0.2N solution of NaOH and water
6. 6
   Secadodried over sodium sulfate
7. 7
   FiltraciónAfter filtering
8. 8
   Otrothe solvent is removed in vacuo
9. 9
   Otrothe residue is chromatographed through silica gel

Procedimiento

24.59 g (132.8 mmol) of potassium phthalimide are added to a solution of 14.3 ml (124.4 mmol) of 5-chloro-2-pentanone in 100 ml of DMF and the mixture is left to stir at room temperature for 3 h and at 60° C. for 30 h. After filtering, the filtrate is partitioned between water and dichloromethane. The phases are separated and the organic phase is washed successively with water, twice with an 0.2N solution of NaOH and water and then dried over sodium sulfate. After filtering, the solvent is removed in vacuo and the residue is chromatographed through silica gel using heptane/ethyl acetate=6/4. 9.8 g (34%) of (14.1) are obtained after concentrating the product fractions.

Fuente