Reacción #65121

Ecuación de reacción

ammonia

erythromycin A

sodium acetate

iodine

→

N-demethylerythromycin A

Rendimiento 40.8%

Disolventes

water

methanol water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction mixture was then irradiated with a quartz lamp at room temperature for 20 minutes
2. 2
   OtroSubsequently, half the solvent was evaporated
3. 3
   Otrothe remaining reaction mixture
4. 4
   ExtracciónThe reaction mixture was extracted three times with 20 ml portions of methyl t-butyl ether
5. 5
   ExtracciónThe ether extract
6. 6
   Otrowas separated
7. 7
   Otrosome of the ether was evaporated
8. 8
   workup.WAITThe reaction product was then left
9. 9
   Otroto crystallize out
10. 10
    Otrowas recrystallized from acetone

Procedimiento

5 g of erythromycin A and 4.7 g of sodium acetate (×3 H2O) were dissolved in 200 ml of an 8:2 methanol/water mixture. 1.75 g of iodine were added to the solution, and the reaction mixture was then irradiated with a quartz lamp at room temperature for 20 minutes. Subsequently, half the solvent was evaporated, and the remaining reaction mixture was poured into a mixture of 140 ml of water and 10 ml of ammonia. The reaction mixture was extracted three times with 20 ml portions of methyl t-butyl ether. The ether extract was separated and some of the ether was evaporated. The reaction product was then left to crystallize out and was recrystallized from acetone. 2 g of N-demethylerythromycin A were obtained.

Fuente