تفاعل #486940

معادلة التفاعل

6-bromo-1-hexene

sodium hydride

1-methylthymine

water

→

3-(5-hexenyl)-1-methylthymine

المردود 90.0%

المذيبات

dimethylsulfoxide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring for 69 hours
2. 2
   استخلاصextracted with dichloromethane (4×50 ml)
3. 3
   غسيلThe combined organic layers were washed with saturated aqueous sodium chloride solution (40 ml)
4. 4
   تجفيفdried over sodium sulfate
5. 5
   أخرىthe solvent was evaporated under vacuum
6. 6
   أخرىto give a residue which
7. 7
   أخرىwas recrystallized (dichloromethane-ethyl ether)

الإجراء التجريبي

3-(5,6-Oxidohexyl)-1-methylthymine was synthesized as follows: 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).

المصدر