반응 #1144434

반응 방정식

sodium bicarbonate

chloromethyl ethyl ether

5-ethyluracil

bistrimethylsilylacetamide

→

1-ethoxymethyl-5-ethyluracil

수율 81.0%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도under reflux for 15 hours
3. 3
   여과filtered through Celite
4. 4
   세척The organic layer was washed with water
5. 5
   기타dried on magnesium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was crystallized from ethyl acetate

실험 절차

To 100 ml of methylene chloride, 5.1 g (40 mmol) of 5-ethyluracil and 22 ml (88 mmol) of bistrimethylsilylacetamide were added under a nitrogen atmosphere and stirred for 40 minutes at room temperature. To this mixture, 4.1 ml (88 mmole) of chloromethyl ethyl ether and 0.15 g (0.4 mmol) of tetrabutylammonium iodide were added and heated under reflux for 15 hours. Then, the reaction mixture was poured into 50 ml of saturated sodium bicarbonate solution carefully and filtered through Celite. The organic layer was washed with water, dried on magnesium sulfate and concentrated under reduced pressure. The residue was crystallized from ethyl acetate to obtain 6.4 g of 1-ethoxymethyl-5-ethyluracil (Yield: 81%).

출처