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0 °C

To a suspension of methylbiphenylphosphonium iodide in dry THF cooled at 0° C. was added NaNH2. After stirring for 15 h at ambient temperature, cyclohexylphenyl ketone Was added. The reaction mixture was stirred for 8 h at ambient temperature and then quenched with aqueous ammonium chloride and extracted with ethyl acetate. The combined organic phases were washed (brine), dried (Na2SO4) and concentrated. Silica gel column chromatography of the crude product using petroleum ether:EtOAc (49:1) as eluent gave α-cyclohexylstyrene as a colorless oil.

1. stirringThe reaction mixture was stirred for 8 h at ambient temperature
2. customquenched with aqueous ammonium chloride
3. extractionextracted with ethyl acetate
4. washThe combined organic phases were washed (brine)
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated