反応 #214875

反応方程式

5-fluorouracil

5-fluorouracil

aluminum chloride

2,3-dihydrofuran

→

1-(2-tetrahydrofuryl)-5-fluorouracil

収率 75.4%

溶媒

pyridine

反応条件

後処理

1. 1
   その他the mixture was reacted at 120° C. for 6 hours
2. 2
   その他A part of the reaction liquid
3. 3
   抽出was extracted
4. 4
   その他the state of proceeding of the reaction whereby the composition of the product
5. 5
   workup.DISTILLATIONThe pyridine was distilled off from the reaction liquid
6. 6
   その他a small amount of water and the mixture was separated
7. 7
   乾燥The chloroform layer was dried
8. 8
   workup.DISTILLATIONthe chloroform was distilled off
9. 9
   ろ過The precipitated crystals were collected by filtration
10. 10
    洗浄washed with ether
11. 11
    その他dried

実験手順

In 50 ml of pyridine were dissolved 2.5 g of 5-fluorouracil and 0.35 g of anhydrous aluminum chloride. To this solution were added 2.3 ml of 2,3-dihydrofuran and the mixture was reacted at 120° C. for 6 hours. A part of the reaction liquid was extracted and subjected to thin layer chromatography to observe the state of proceeding of the reaction whereby the composition of the product was 70% of the end product, 10% of by-products and less than 1% of unreacted 5-fluorouracil. The pyridine was distilled off from the reaction liquid and the residue was shaken with 50 ml of chloroform and a small amount of water and the mixture was separated. The chloroform layer was dried and the chloroform was distilled off. The precipitated crystals were collected by filtration, washed with ether and dried to obtain 2.9 g of 1-(2-tetrahydrofuryl)-5-fluorouracil in a yield of 75.4%, which had a melting point of 167°-168° C.

出典