反应详情

温度

-78 °C

Under a nitrogen atmosphere, an n-butyllithium hexane solution (1.6 M, 1.58 ml, 2.53 mmol) was added dropwise to a solution of 2-(4-bromonaphthalen-2-ylmethyl)-benzo[b]thiophene (0.81 g, 2.29 mmol) in anhydrous THF (15 ml) at −78° C. over five minutes. The reaction mixture was stirred at −78° C. for 5 minutes, and then a solution of 3,4,5-trisbenzyloxy-6-benzyloxymethyltetrahydropyran-2-one (1.36 g, 2.52 mmol) in anhydrous THF (10 ml) was added dropwise thereto at −78° C. and the reaction solution was stirred at −78° C. for 2 hours. To the obtained reaction mixture was added a saturated ammonium chloride aqueous solution and the mixture was extracted with diethyl ether and the organic layer was washed with a saturated sodium chloride aqueous solution, and then dried with anhydrous magnesium sulfate. After filtration, the solvent was distilled under reduced pressure and the obtained residue was purified by silica gel flash column chromatography [n-hexane:ethyl acetate (10:1)] to obtain the title compound (1.4 g, 75%).

1. stirringat −78° C. and the reaction solution was stirred at −78° C. for 2 hours
2. customTo the obtained reaction mixture
3. extractionthe mixture was extracted with diethyl ether
4. washthe organic layer was washed with a saturated sodium chloride aqueous solution
5. dry with materialdried with anhydrous magnesium sulfate
6. filtrationAfter filtration
7. distillationthe solvent was distilled under reduced pressure
8. customthe obtained residue was purified by silica gel flash column chromatography [n-hexane:ethyl acetate (10:1)]