How is Methyl 3-(4-hydroxyphenyl)-4-hexynoate (CAS: 865234-02-2) typically synthesized?

Methyl 3-(4-hydroxyphenyl)-4-hexynoate is typically synthesized via a Grignard reaction. The process involves the formation of a Grignard reagent from 4-hydroxybenzaldehyde and hexanoylmagnesium bromide, followed by esterification with methyl alcohol. Common catalysts and reagents include sodium hydride or lithium aluminum hydride to control the reactivity and selectivity. The reaction typically yields 80-90% of the desired product with minimal side products.