反应详情

A 0° C. solution of 2M benzylmagnesium chloride in THF (20 mL) was treated with a solution of 1,4-cyclohexanedione mono-ethylene ketal (6.24 g, 40 mmol) in THF (50 mL), warmed to room temperature, stirred overnight, quenched with saturated NH4Cl (100 mL), and extracted with ethyl acetate (3×100 mL). The combined extracts were washed with water and brine, dried (Na2SO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 6:1 hexanes/ethyl acetate to provide the desired product (8.08 g, 81%). MS (CI) m/e 231(M−18)+, 249 (M+H)+, 266.2 (M+18 )+.

1. customquenched with saturated NH4Cl (100 mL)
2. extractionextracted with ethyl acetate (3×100 mL)
3. washThe combined extracts were washed with water and brine
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe concentrate was purified by flash column chromatography on silica gel with 6:1 hexanes/ethyl acetate