Sodium ethoxide → Diethyl 2-dimethylamino-5-(3-benzoylphenyl)-2,4-hexadienedioate

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The procedure is as in Example 4 for the preparation of ethyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino-2,4-hexadienoate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (17.8 g), a 2M ethanolic solution of sodium ethylate (31.3 cc) and ethyl (3-benzoylphenyl)acetate (16.8 g) in ethanol (100 cc). After purification by chromatography on a silica column with dichloromethane as eluent, diethyl 2-dimethylamino-5-(3-benzoylphenyl)-2,4-hexadienedioate (14 g) is obtained in the form of a yellow oil, and is used in the crude state in the subsequent syntheses.

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