反应详情

温度

2.5 °C

A solution of methoxymethyl triphenyl phosphonium chloride (20.5 g, 0.060 mol) in ether is cooled to −60° C., treated with a 2.5 M solution of butyllithium in hexanes (25.2 mL, 0.063 mol), warmed to and stirred at 0-5° C. for 90 minutes, recooled to −60° C., treated with a solution of 4-chlorophenyl cyclopropyl ketone (9.03 g, 0.050 mol) in ether, warmed to and stirred at room temperature overnight, quenched with ethyl acetate and 2 N hydrochloric acid, and extracted with ethyl acetate. The organic extracts are combined, washed sequentially with water, 2 N hydrochloric acid and water, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain a residue. Flash column chromatography of the residue using silica gel and an ethyl acetate/hexanes solution (1:9) gives the title product as an oil (6.2 g, 60%).

1. temperaturewarmed to and
2. customrecooled to −60° C.
3. temperaturewarmed to and
4. stirringstirred at room temperature overnight
5. customquenched with ethyl acetate and 2 N hydrochloric acid
6. extractionextracted with ethyl acetate
7. washwashed sequentially with water, 2 N hydrochloric acid and water
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated in vacuo
10. customto obtain a residue