Реакция #1144437

Уравнение реакции

chloromethyl ethyl ether

5-iodouracil

bistrimethylsilylacetamide

→

1-(ethoxy-methyl)-5-iodouracil

Выход 91.7%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеto form a homogeneous solution
2. 2
   Температураheated
3. 3
   Температураunder reflux for 3 hours
4. 4
   ДругоеAfter the solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONthe residue was added with water
6. 6
   Другоеto produce crystals, which
7. 7
   Фильтрацияwere taken by filtration
8. 8
   ПромывкаThe crystals were washed
9. 9
   Другоеrecovering them
10. 10
    Температураby cooling
11. 11
    Фильтрацияfiltration

Методика

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.

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