反应详情

温度

-35 °C

To a solution of diisopropylamine (0.15 ml) in THF (2 ml), n-butyl lithium (1.5 M hexane solution, 0.6 ml) was added at −78° C., stirred for 10 minutes and another solution of methyl 2-(4-chlorophenyl)-2-cyclopentylacetate (200 mg) in THF (1.5 ml) was added dropwise. After 15 minutes' stirring, the system temperature was raised to −35° C., and methyl iodide (0.15 ml) was added. The reaction liquid temperature was raised to 0° C., and the liquid was stirred for 1.5 hours, diluted with saturated aqueous ammonium chloride solution and extracted with diethyl ether. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and condensed under reduced pressure. The resulting residue was purified on silica gel column chromatography (hexane/ethyl acetate 60/1) to provide methyl 2-(4-chlorophenyl)-2-cyclopentylpropionate (180 mg) as yellow oily substance.

1. stirringAfter 15 minutes' stirring
2. customThe reaction liquid temperature
3. temperaturewas raised to 0° C.
4. stirringthe liquid was stirred for 1.5 hours
5. extractionextracted with diethyl ether
6. washThe organic layer was washed with saturated brine
7. dry with materialdried over anhydrous sodium sulfate and condensed under reduced pressure
8. customThe resulting residue was purified on silica gel column chromatography (hexane/ethyl acetate 60/1)