tert-Butanol → Methyl 4,5-bis(4-methoxyphenyl)-5-oxo-3-pentenoate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To 430 ml of tert-butanol were added 128 g of deoxyanisoin, 67.3 g of potassium tert-butoxide and 116 g of methyl 3-methoxyacrylate. The mixture was stirred at 70° C. for 3 hours. After completion of the reaction, n-hexane was added to the reaction mixture, and the whole mixture was allowed to stand at room temperature. The resulting precipitate was collected by filtration and 1,000 ml of ethyl acetate and 300 ml of 3N sulfuric acid were added thereto for dissolution. The organic layer was separated, washed with 3N sulfuric acid and saturated aqueous sodium hydroxide solution in that order, and dried over anhydrous magnesium sulfate. The organic layer was then concentrated under reduced pressure to give 153 g (yield 90%) of methyl 4,5-bis(4-methoxyphenyl)-5-oxo-3-pentenoate as an oil.

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