Water → Methyl 3-[2,4-dimethoxy-5-(4-methoxybenzoyl)phenyl]propionate

Participants

Reaction Conditions

Reaction Steps

36.6 g of aluminum trichloride are suspended in 130 ml of 1,2-dichloroethane, and 42.65 g of 4-methoxybenzoyl chloride are added to the mixture which has been cooled to 0° C. Then, at this temperature, 56 g of methyl 3-(2,4-dimethoxyphenyl)propionate (Example 17) dissolved in 30 ml of 1,2-dichloroethane are added dropwise, and the mixture is then stirred at 50° C. with exclusion of moisture until the reaction is complete (about 36 hours). 200 ml of water are added to the cooled reaction mixture which is then diluted with 400 ml of CH2Cl2, extracted with bicarbonate and water, dried over sodium sulfate and concentrated. The residue is dissolved in diisopropyl ether and precipitated with hexane. Filtration with suction results in 62.1 g of the product, and a further 10.5 g from the mother liquor.

Provenance & Evidence