3,4,5-Trimethoxybenzaldehyde is an organic compound. Within this class of compounds the chemical is categorized as a trisubstituted aromatic aldehyde.

Uses

3,4,5-Trimethoxybenzaldehyde can be used as an intermediate in the

synthesis Synthesis or synthesize may refer to: Science Chemistry and biochemistry *Chemical synthesis, the execution of chemical reactions to form a more complex molecule from chemical precursors ** Organic synthesis, the chemical synthesis of organ ...

of some pharmaceutical drugs including trimethoprim, cintriamide, roletamide, trimethoquinol (aka

tretoquinol Tretoquinol is a beta-adrenergic agonist. References Tetrahydroisoquinolines Catechols Pyrogallol ethers {{respiratory-system-drug-stub ...

), and

trimazosin Trimazosin is a sympatholytic alpha-1 blocker Alpha-1 blockers (also called alpha-adrenergic blocking agents or alpha-1 antagonists) constitute a variety of drugs that block the effect of catecholamines on alpha-1-adrenergic receptors. They a ...

as well as some

psychedelic Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary states of consciousness (known as psychedelic experiences or "trips").Pollan, Michael (2018). ''How to Change Your Mind: What the New Science of ...

phenethylamine Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amin ...

Preparation

Industrial scale

For industrial applications the chemical is synthesized from p-cresol using aromatic substitution with bromine followed by nucleophilic substitution with sodium methoxide. Oxidation of the methyl group to an aldehyde can occur via various synthetic methods.

Laboratory scale

At the laboratory scale the chemical is conveniently synthesized from vanillin or from

Eudesmic acid Eudesmic acid is an ''O''-methylated trihydroxybenzoic acid. Natural Occurrence It can be found in ''Eucalyptus spp.'' Synthesis Eudesmic acid is most directly synthesized by reaction of gallic acid with dimethyl sulfate. Derivative (Chemistry ...

Acyl chloride In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example o ...

via

Rosenmund reduction The Rosenmund reduction is a hydrogenation process in which an acyl chloride is selectively reduced to an aldehyde. The reaction was named after Karl Wilhelm Rosenmund, who first reported it in 1918. The reaction, a hydrogenolysis, is catalyse ...

References

{{DEFAULTSORT:Trimethoxybenzaldehyde, 3, 4, 5- Phenol ethers Benzaldehydes