反应详情

A suspension of potassium carbonate (4.1g) and 2-amino-6-chloropurine (5.0g) in dry dimethylformamide (120ml) was stirred for 20 minutes. 2-Benzoyloxyethoxymethyl-chloride (6.3g) 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 (210ml) with vigorous stirring. The aqueous mixture was extracted with chloroform (3 × 200ml), 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 (200g) in chloroform. The column was eluted with 2% methanol/98% chloroform and the eluant collected in 30ml 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 (2.0g., m.p. 130°-133.5° C.).

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