Reacción #49757

Ecuación de reacción

Potassium carbonate

N-(2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl)-3,4,5,6-tetrahydrophthalimide

hydrochloric acid

→

N-(2-fluoro-4-chloro-5-hydroxypheyl)-3,4,5,6-tetrahydrophthalimide

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained
2. 2
   Temperaturaunder refluxing
3. 3
   OtroAfter completion of the reaction
4. 4
   Extracciónthe mixture was extracted with ethyl acetate (100 ml×3 times)
5. 5
   LavadoThe organic layer was washed with water
6. 6
   Otrodried
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   Otroto obtain a crude product (9.4 g)
9. 9
   OtroThe product was recrystallized from ether/hexane
10. 10
    Otroto obtain

Procedimiento

Potassium carbonate (4.6 g, 33.3 mmol) was added to a solution of N-(2-fluoro-4-chloro-5-methoxycarbonyloxyphenyl)-3,4,5,6-tetrahydrophthalimide (11.8 g, 33.4 mmol) obtained as described above in methanol (100 ml), followed by stirring for 5 hours under refluxing. After completion of the reaction, the mixture was poured into 1N hydrochloric acid (200 ml), and the mixture was extracted with ethyl acetate (100 ml×3 times). The organic layer was washed with water, dried, and the solvent was distilled off under reduced pressure to obtain a crude product (9.4 g). The product was recrystallized from ether/hexane to obtain N-(2-fluoro-4-chloro-5-hydroxypheyl)-3,4,5,6-tetrahydrophthalimide as a white solid (6.7 g, 22.7 mmol, 67.8.% yield).

Fuente