反应详情

To a solution of 5-(3-hydroxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 66.6S (2.00 g, 8.06 mmol) in THF (25 mL) was added cyclopropylmagnesium bromide (available from Aldrich) (0.5M, 96.7 mL, 48.3 mmol) via cannula at 0° C. The resulting heterogeneous mixture was warmed to room temperature, stirred for 30 minutes, and quenched with 1 N aqueous HCl. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by silica gel flash chromatography (10-35% EtOAc/hexane) to afford 5-(cyclopropyl(3-hydroxyphenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 66.6T (2.04 g, 87% yield) as a yellow oil.

1. customquenched with 1 N aqueous HCl
2. extractionThe aqueous layer was extracted with EtOAc
3. washThe combined organic layers were washed with brine
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue was purified by silica gel flash chromatography (10-35% EtOAc/hexane)