#[[Pinacol coupling]] of the substituted [[propiophenone]].
#[[Pinacol coupling]] of the substituted [[propiophenone]].
#[[Dehydration]] of the thus-obtained glycol with a mixture of [[acetyl chloride]] and [[acetic anhydride]] leads to the [[wikt:transoid|transoid]] [[diene]] system ([[bis]]-[[styrene]]-type).
#[[Dehydration]] of the thus-obtained [[glycol]] with a mixture of [[acetyl chloride]] and [[acetic anhydride]] leads to the [[wikt:transoid|transoid]] [[diene]] system ([[bis]]-''β''-Methyl[[styrene]]-type).
#[[Saponification]] removes the acetate groups and thus affords dienestrol.
#[[Saponification]] removes the acetate groups and thus affords dienestrol.
The addition reaction of HBr to anethole yields 1-bromo-1-(p-anisyl)propane. This is the subject of a Wurtz coupling reaction in the presence of sodium, magnesium, aluminium, or iron. Subsequent removal of the methoxy groups in the resulting dimerization product using hydroiodic acid gives hexestrol.
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