Trimethylamine → alpha-Methoxyphenyl-hydroxy-cinnamic acid

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Reaction Steps

Hydroxybenzaldehyde is mixed with methoxyphenylacetic acid and the resulting mixture is reacted with acetic anhydride and trimethylamine, to obtain α-methoxy-phenyl-hydroxy-cinnamic acid. When this compound is acetylated by heating in a nitrogen gas atmosphere in the presence of quinoline and copper chromite, acetoxy-methoxy-stilbene is formed. Then, this stilbene derivative is catalytically reduced and hydrolyzed with an alkali to obtain 3-hydroxy-5-methoxybibenzyl.

Provenance & Evidence