2-Cyclopenten-1-one → Benzenesulfonyl-(3-oxo-cyclopentyl)-acetic acid methyl ester

関与物質

反応手順

To a stirred solution of 1.26 g (5.9 mmol) of methyl phenylsulfonylacetate in 20 mL of MeOH at 0° C., 0.22 mL (1.17 mmol, 0.2 eq) of a solution of sodium methoxide (5.4 M in MeOH) were added. After 15 min, 0.53 g (6.5 mmol, 1.1 eq) of cyclopent-2-enone were added. The reaction mixture was allowed to reached RT within 4 hours, diluted with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and evaporated. Column chromatography on silica gel with heptane/EtOAc 1:1 yielded 1.34 g (77%) of benzenesulfonyl-(3-oxo-cyclopentyl)-acetic acid methyl ester as a racemic mixture of diastereomers, colorless oil, MS: 297 (MH+.

情報源と証拠