[CH2:1]([O:3][C:4](=[O:28])[C:5]([O:25][CH2:26][CH3:27])=[CH:6][C:7]1[CH:8]=[CH:9][C:10]([O:23][CH3:24])=[C:11]([CH:22]=1)[C:12]([O:14]CC1C=CC=CC=1)=[O:13])[CH3:2].[H][H]>C(O)C.[C].[Pd]>[CH2:1]([O:3][C:4](=[O:28])[CH:5]([O:25][CH2:26][CH3:27])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:23][CH3:24])=[C:11]([CH:22]=1)[C:12]([OH:14])=[O:13])[CH3:2]1.6 g of benzyl 5-(3-ethoxy-2-ethoxy-3-oxo-1-propenyl)-2-methoxybenzoate was dissolved in 30 ml ethanol, 0.35 g of 10% palladium-carbon was added, and the mixture was stirred for 16 hours in a hydrogen atmosphere. The catalyst was filtered through Celite and the solvent was evaporated. Then, the residue was subjected to silica gel column chromatography, and from fractions eluted with hexane-ethyl acetate (2:1), 1.2 g of 5-(3-ethoxy-2-ethoxy-3-oxopropyl)-2-methoxybenzoic acid was obtained.
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