1-Piperidinecarboxaldehyde → 2-Methoxybenzaldehyde

Participants

Reaction Steps

Alternatively, treatment of the methoxybenzene (6a) with bromine in acetic acid in the presence of iron(0) provides the 2-bromomethoxybenzene (6c). Reaction of (6c) with isopropylmagnesium chloride and 1-formylpiperidine in a solvent such as tetrahydrofuran affords the 2-methoxybenzaldehyde (2d). Removal of the methyl group is accomplished by reaction of the 2-methoxybenzaldehyde (2d) with boron tribromide in a solvent such as dichloromethane to give the 2-hydroxybenzaldehyde (2c).

Provenance & Evidence