تفاعل #1144434

معادلة التفاعل

sodium bicarbonate

chloromethyl ethyl ether

5-ethyluracil

bistrimethylsilylacetamide

→

1-ethoxymethyl-5-ethyluracil

المردود 81.0%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated
2. 2
   درجة الحرارةunder reflux for 15 hours
3. 3
   ترشيحfiltered through Celite
4. 4
   غسيلThe organic layer was washed with water
5. 5
   أخرىdried on magnesium sulfate
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىThe residue was crystallized from ethyl acetate

الإجراء التجريبي

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%).

المصدر