反应详情

温度

-78 °C

Dissolve 14.2 g (0.104 mole) of 1-chloro-4-ethynylbenzene in 35 ml dry THF and cool to -78° C. Add 49 ml butyl lithium to cold reaction mixture and allow to warm to room temperature for 2 hours. After 2 hours, cool to -78° C. and then add 5.8 ml (0.114 mole) ethylene oxide in 20 ml THF. Allow to warm to room temperature. Monitor progress of reaction with thin-layer chromatography on silica gel (methylene chloride). After 18 hours, add 150 ml saturated aqueous ammonium chloride solution and extract with 150 ml diethyl ether. Wash organic layer with 2×100 ml saturated aqueous sodium chloride solution. Dry organic layer with magnesium sulfate and then filter, and evaporate solvent to obtain the title compound.

1. customto cold reaction mixture
2. temperatureto warm to room temperature for 2 hours
3. temperaturecool to -78° C.
4. temperatureto warm to room temperature
5. customMonitor progress of reaction with thin-layer chromatography on silica gel (methylene chloride)
6. waitAfter 18 hours
7. extractionextract with 150 ml diethyl ether
8. filtrationDry organic layer with magnesium sulfate and then filter
9. customevaporate solvent