Abstract

Abstract In the condensation of benzaldehyde with methyl ethyl ketone by aqueous sodium hydroxide, the lowered reaction temperature (3∼5°) favored the aldol condensation at the α-methylene group of the ketone as in the condensation of furfural with the ketone. On the other hand, the elevated reaction temperature (60∼65°) conducted exclusively the condensation at the α-methyl group of the ketone, giving 1-phenyl-1-penten-3-one (I). 3-Methyl-4-phenyl-4-butanol-2-one (II), obtained by the aldol condensation at the lowered reaction temperature (3∼5°), was dehydrated with acetic anhydride to 3-methyl-4-phenyl-3-buten-2-one (IV), which was oxidized, by sodium hypochlorite to afford α-methylcinnamic acid (V).

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