3-Hydroxy-17-methyleneestra-1,3,5(10)-triene-2-carboxaldehyde → 3-Hydroxy-17beta-methylestra-1,3,5(10)-triene-2-carboxaldehyde

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Reaction Steps

To a solution of 3-hydroxy-17-methyleneestra-1,3,5(10)-triene-2-carboxaldehyde (23, 0.401 g, 1.35 mmol) in EtOAc (10 mL) was added 10% palladium on carbon (0.060 g). The reaction mixture was stirred for 4 h under the hydrogen atmosphere at room temperature. After the catalyst was filtered, the solvent was evaporated at reduced pressure. The residue was purified by column chromatography (silica gel) using n-hexane:EtOAc (10:1→2:1, v/v) to afford 0.307 g of 27 (76% yield).

Provenance & Evidence