Reaktion #1144437

Reaktionsgleichung

chloromethyl ethyl ether

5-iodouracil

bistrimethylsilylacetamide

→

1-(ethoxy-methyl)-5-iodouracil

Ausbeute 91.7%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto form a homogeneous solution
2. 2
   Temperaturheated
3. 3
   Temperaturunder reflux for 3 hours
4. 4
   SonstigeAfter the solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONthe residue was added with water
6. 6
   Sonstigeto produce crystals, which
7. 7
   Filtrationwere taken by filtration
8. 8
   WaschenThe crystals were washed
9. 9
   Sonstigerecovering them
10. 10
    Temperaturby cooling
11. 11
    Filtrationfiltration

Vorschrift

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.

Quelle