Reacción #1144437

Ecuación de reacción

chloromethyl ethyl ether

5-iodouracil

bistrimethylsilylacetamide

→

1-(ethoxy-methyl)-5-iodouracil

Rendimiento 91.7%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto form a homogeneous solution
2. 2
   Temperaturaheated
3. 3
   Temperaturaunder reflux for 3 hours
4. 4
   OtroAfter the solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONthe residue was added with water
6. 6
   Otroto produce crystals, which
7. 7
   Filtraciónwere taken by filtration
8. 8
   LavadoThe crystals were washed
9. 9
   Otrorecovering them
10. 10
    Temperaturaby cooling
11. 11
    Filtraciónfiltration

Procedimiento

In 50 ml of dichloromethane, 4.76 g (20 mmol) of 5-iodouracil was suspended and added with 11 ml (45 mmol) of bistrimethylsilylacetamide and stirred for 15 minutes at room temperature to form a homogeneous solution. This solution was added with 2.04 ml (22 mmol) of chloromethyl ethyl ether and 60 mg of tetra-n-butylammonium iodide and heated under reflux for 3 hours. After the solvent was evaporated under reduced pressure, the residue was added with water to produce crystals, which were taken by filtration. The crystals were washed by suspending them in hot methanol and recovering them by cooling and filtration to obtain 5.43 g of 1-(ethoxy-methyl)-5-iodouracil.

Fuente