What substance is used in the industrial preparation of methyl diantilis to reduce the aldehyde group of 3-ethoxy-4-hydroxybenzaldehyde?

Methyl diantilis (2-Ethoxy-4-(methoxymethyl)phenol) is a fragrance compound which smells like Vanilla. This compound is being synthesized from 3-ethoxy-4-hydroxybenzaldehyde also known as Ethyl Vanillin in two steps.

Step 1: Reduction of Aldehydic Group on Ethyl Vanillin:

The benzaldehyde derivative is treated with a mild reducing agent i.e. NaBH₄ (Sodium Borohydride). NaBH₄ is a source of Hydride (H⁻) ion and undergoes nucleophilic substitution reaction yielding 2-ethoxy-4-(hydroxymethyl)phenol.

Step 2: Etherification of 2-ethoxy-4-(hydroxymethyl)phenol:

In the second step 2-ethoxy-4-(hydroxymethyl)phenol is treated with Methanol in the presence of strong acidic polymeric resin known as Amberlyst-15-wet resulting in the formation of Methyl diantilis as shown in attached figure.

ajinems ajinems · Answer 2 · 2022-02-03T14:10:40+01:00

The substance that is used for the industrial preparation of methyl diantilis is called the sodium borohydride (NaBH4).

Industrial preparation of methyl diantilis:

Methyl diantilis is a substance that has an elegant fragrance with a similar olfactive note to Isoeugenol.

It is used as complexing agent for vanilla, tobacco, leather and fruit accords.

It can be prepared industrially by the reduction of 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin) to 3-ethoxy-4-hydroxybenzyl alcohol.

To reduce the aldehyde group of 3-ethoxy-4-hydroxybenzaldehyde, sodium borohydride is added in the industrial preparation process.

The sodium borohydride (NaBH4) produces a phenol functional group with other reactants leading to reduction of aldehyde group and increase in the solubility of reactants.

Therefore, the substance that is used for the industrial preparation of methyl diantilis is called the sodium borohydride (NaBH4).

Learn more about aldehydes here:

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