反応 #1144434

反応方程式

sodium bicarbonate

chloromethyl ethyl ether

5-ethyluracil

bistrimethylsilylacetamide

→

1-ethoxymethyl-5-ethyluracil

収率 81.0%

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度heated
2. 2
   温度under reflux for 15 hours
3. 3
   ろ過filtered through Celite
4. 4
   洗浄The organic layer was washed with water
5. 5
   その他dried on magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue was crystallized from ethyl acetate

実験手順

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%).

出典