反应详情

温度

0 °C

Under argon, 8.45 g (24.0 mmol) of 5-hydroxy-4-oxo-3,4-dihydrospiro[chromen-2,1′-cyclobutan]-7-yl trifluoromethanesulfonate (Example 44A), 3.92 g (4.8 mmol) of [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) and 6.10 g (144.0 mmol) of lithium chloride are suspended in 250 ml of abs. dimethylformamide. The mixture is cooled to 0° C., 216 ml (108 mmol) of (cyclopentyl)zinc bromide (0.5 M solution in tetrahydrofuran) are added and the mixture is stirred at room temperature overnight. Saturated ammonium chloride solution is then added to the mixture. The mixture is diluted with water, 1 N hydrochloric acid and ethyl acetate, the organic phase is separated off and the aqueous phase is extracted repeatedly with ethyl actate. The combined organic phases are washed twice with water and once with saturated sodium chloride solution, dried over sodium sulfate, filtered and concentrated. The residue is adsorbed on silica gel and purified on a silica gel column (mobile phase: cyclohexane→cyclohexane/ethyl acetate 10:1). This gives 6.2 g (94% of theory) of the title compound in a purity of 90%.

1. customthe organic phase is separated off
2. extractionthe aqueous phase is extracted repeatedly with ethyl actate
3. washThe combined organic phases are washed twice with water and once with saturated sodium chloride solution
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified on a silica gel column (mobile phase: cyclohexane→cyclohexane/ethyl acetate 10:1)