Dimethylformamide → 4-(2-Methoxyethenyl) benzaldehyde

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Reaction Steps

By the method of example 28, 1-bromo-4-(2-methoxyethenyl)benzene is prepared, lithiated, and reacted with dimethylformamide to provide 4-(2-methoxyethenyl) benzaldehyde as a yellow oil after chromatography. This material is converted to 1-(2-phenylethenyl)-4-(2-methoxyethenyl)benzene by Wittig reaction with benzyl triphenylphosphonium chloride, using the conditions described in example 1 (A). The material is obtained as a mixture of all four possible (E) and (Z) stereoisomers.

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