反应详情

A suspension of potassium carbonate (4.1 g) and 2-amino-6-chloropurine (5.0 g) in dry dimethylformamide (120 ml) was stirred for 20 minutes. 2-Benzoyloxyethoxymethyl-chloride (6.3 g) was added and the resulting pink suspension stirred at room temperature for 6 days. The reaction mixture was then poured into a mixture of ice and water (210 ml) with vigorously stirring. The aqueous mixture was extracted with chloroform (3×200 ml), and the chloroform solution obtained was washed with a 5% acetic acid solution and then twice with water. The chloroform solution was dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was redissolved in a minimal amount of chloroform and the resulting solution applied to a column containing silica gel (200 g) in chloroform. The column was eluted with 2% methanol/98% chloroform and the eluant collected in 30 ml cuts. The fractions containing 2-amino-6-chloro-9-(2-benzoyloxyethoxymethyl)purine (determined by TLC) were combined, evaporated and the residue recrystallized from benzene to give 2-amino-6-chloro-9-(2-benzoyloxyethoxymethyl)purine (2.0 g., m.p. 130°-133.5° C.).

1. stirringthe resulting pink suspension stirred at room temperature for 6 days
2. stirringwith vigorously stirring
3. extractionThe aqueous mixture was extracted with chloroform (3×200 ml)
4. customthe chloroform solution obtained
5. washwas washed with a 5% acetic acid solution
6. dry with materialThe chloroform solution was dried over anhydrous sodium sulfate
7. customevaporated in vacuo
8. dissolutionThe residue was redissolved in a minimal amount of chloroform
9. additioncontaining silica gel (200 g) in chloroform
10. washThe column was eluted with 2% methanol/98% chloroform
11. customthe eluant collected in 30 ml cuts
12. additionThe fractions containing 2-amino-6-chloro-9-(2-benzoyloxyethoxymethyl)purine (determined by TLC)
13. customevaporated
14. customthe residue recrystallized from benzene