反应详情

A mixture of sodium hydride (343 mg, 14 mmol) and 1-methylthymine (2.00 g, 14 mmol) in dimethylsulfoxide (30 ml) was stirred for 15 minutes, and then 6-bromo-1-hexene (2.30 g, 14 mmol) was added. After stirring for 69 hours, the reaction mixture was poured into water (100 ml) and extracted with dichloromethane (4×50 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (40 ml), dried over sodium sulfate, and then the solvent was evaporated under vacuum to give a residue which was recrystallized (dichloromethane-ethyl ether) to give 3-(5-hexenyl)-1-methylthymine (2.80 g, 88% yield).

1. stirringAfter stirring for 69 hours
2. extractionextracted with dichloromethane (4×50 ml)
3. washThe combined organic layers were washed with saturated aqueous sodium chloride solution (40 ml)
4. dry with materialdried over sodium sulfate
5. customthe solvent was evaporated under vacuum
6. customto give a residue which
7. customwas recrystallized (dichloromethane-ethyl ether)