Water → HCID 53678401, compound

Participants

Reaction Conditions

Reaction Steps

0.12 g (5.30 mM) sodium was dissolved in 5 ml of 2-propanol and the resultant solution was stirred over night at room temperature. 1.00 g (5.15 mM) of 3,4-dimethoxyphenylacetone dissolved in 1 ml of 2-propanol was dropwise added to the solution. The solution was cooled to 0° C. 0.89 g (5.30 mM) of ethyl bromoacetate dissolved in 1 ml of 2-propanol was dropwise added to the solution, and the mixture was stirred for about 2 hours at that temperature. The solution obtained was poured to water and the resultant product was extracted with methylene chloride. The organic extract was dried over anhydrous magnesium sulfate, then the solvent was evaporated in vacuo to obtain a yellow oily crude product. The crude product was purified by chromatography (SiO2: eluted with a gradient of 20% methyl acetate/hexane to 25% methyl acetate/hexane). The solvent was evaporated in vacuo and was dried to obtain 0.67 g of colorless 3-(3,4-dimethoxyphenyl)4-oxovaleric acid isopropyl ester.

Provenance & Evidence