反应详情

0.091 g (3.96 mmol) sodium is mixed with 5 ml absolute THF and with a solution of 0.268 g (3.94 mmol) pyrazole in 15 absolute THF. Having stirred at room temperature for 2 hours, a solution of 0.690 g (2.63 mmol) 2-(4-octylphenoxymethyl)oxirane in 10 ml THF is added drop-wise and boiled under reflux for 8 hours. The cooled reaction mixture is poured into semi-saturated NaCl solution and extracted four times using diethyl ether. The combined organic phases are concentrated to half the volume on the rotary evaporator. Washing using a semi-saturated NaCl solution, drying on sodium sulfate, filtration and reconcentration on the rotary evaporator leave as a crude product a yellow solid which is purified on silica gel by means of column chromatography (flow agent: petroleum ether/ethyl acetate 85:15) and recrystallized from petroleum ether and yields the product as a white solid.

1. temperatureunder reflux for 8 hours
2. customThe cooled reaction mixture
3. extractionextracted four times
4. concentrationThe combined organic phases are concentrated to half the volume
5. customon the rotary evaporator
6. washWashing
7. customdrying on sodium sulfate, filtration and reconcentration on the rotary evaporator
8. customleave as a crude product a yellow solid which
9. customis purified on silica gel by means of column chromatography (flow agent: petroleum ether/ethyl acetate 85:15)
10. customrecrystallized from petroleum ether