Ethyl (phenethylthio)acetate → Ethyl 5-dimethylamino-5-phenyl-2-phenethylthio-2,4-pentadienoate

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Reaction Steps

The procedure is as in Example 24 for the preparation of ethyl 5-dimethylamino-5-phenyl-2-phenylthio-2,4-pentadienoate, starting with N-(3-dimethylamino-3-phenylpropenylidene)-N-methylmethanaminium tetrafluoroborate (5.8 g), a 2M ethanolic solution of sodium ethylate (10 cc) and ethyl (phenethylthio)acetate (4.5 g) in ethanol (50 cc). After purification by chromatography on a silica column with dichloromethane as eluent, ethyl 5-dimethylamino-5-phenyl-2-phenethylthio-2,4-pentadienoate (4.5 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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