反应详情

2.56 g of p-chlorophenylacetone was dissolved in a mixed solution of 5 ml of dimethylformamide and 5 ml of benzene, and a dimethylformamide 8 ml/benzene 8 ml solution containing 0.62 g of 60% oily sodium hydride and 3.50 g of (E)-3-(2-naphthyl)-2-propenyl bromide, was added under cooling with ice with stirring, followed by stirring at room temperature for 2 hours. The reaction solution was acidified by an addition of 1N hydrochloric acid and extracted by an addition of water and ethyl ether. Then, the organic layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to obtain 3.70 g of the above-identified compound.

1. additionwas added
2. temperatureunder cooling with ice
3. stirringby stirring at room temperature for 2 hours
4. extractionextracted by an addition of water and ethyl ether
5. washThen, the organic layer was washed with a saturated sodium chloride aqueous solution
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationThe drying agent was filtered off
8. distillationthe solvent was distilled off under reduced pressure
9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1)