反应详情

A suspension of potassium tert-butoxide (1.6 g) in anhydrous tetrahydrofuran (75 mL) at 0° C. was treated with a mixture of tert-butanol (1.0 mL) and 3-oxopentanoic acid methyl ester (1.5 g). After stirring at 0° C. for 45 minutes a solution of 1-bromomethyl-4-chloro-2-fluorobenzene (2.6 g) in tetrahydrofuran (25 mL) was added and the resulting mixture stirred at room temperature for 17 hours. The mixture was diluted with water and the tetrahydrofuran removed under reduced pressure. The mixture was extracted with ethyl acetate and the combined extracts washed with saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (1:19 to 1:9 by volume) to afford title compound, 1.4 g.

1. additionwas added
2. customthe tetrahydrofuran removed under reduced pressure
3. extractionThe mixture was extracted with ethyl acetate
4. washthe combined extracts washed with saturated aqueous sodium chloride solution
5. dry with materialdried over magnesium sulfate
6. customThe solvent was removed under reduced pressure
7. customthe residue purified by column chromatography on silica gel
8. washeluting with a mixture of ethyl acetate and cyclohexane (1:19 to 1:9 by volume)