Mayol is used in a very wide range of cosmetics, toiletries and household products. Its tenacity on a smelling strip is three days, and its typical use in recommended
applications is 0.55 %.
peroxide or by the Cannizzaro reaction. In the latter
reaction cuminic alcohol is obtained as a by-product
and this by-product can also be converted to acid 12
or can be directly hydrogenated to Mayol using e.g.
Ru catalyst. 7
The next step is based on azeotropic esterification of cuminic acid by butan-1ol in presence of
acidic catalyst. The aromatic ring of the prepared
cuminic acid butyl ester (VII) can be hydrogenated
over nickel supported catalyst. The final step is the
deprotection of protected carboxylic group and the
formation of desired saturated alcohol – Mayol.
In the case of butyl ester, the direct formation of
Mayol is possible due to the hydrogenolysis using
Many research works have been published on the
topic of Mayol preparation from various substrates.
But the overall problems of its preparation from
Experimental Cannizzaro Reaction
cuminaldehyde when using Ni catalysts has not been
previously published. Even though many steps are
involved, the high yield and the purity of the final
product may overshadow the possible disadvantages.
We would like to show how to obtain the mixture of
isomers of cis4isopropylcyklohexylmethanol from
cuminaldehyde in four-step synthesis with specific
aim on the test of commercial Ni supported catalysts
in the hydrogenation step and Adkins catalysts in
The preparation of cuminic acid has been carried
out in a magnetically stirred triple-neck flask with
a thermocouple and dropping funnel attached. In a
typical experiment 49. 2 g cuminaldehyde (Givaudan
SA; p.a.) was put into the flask and a solution of 32 g
potassium hydroxide (Lachner; p.a.) in water ( 30 ml)
was added drop wise. After the increase of density,
27 ml of butan-1-ol (Penta; p.a.) was added. The
reaction mixture was intensively stirred for 6. 5 hours
in temperature ranged from 60 to 70 °C. Afterwards
hydrochloric acid (Chemapol; p.a.) was introduced
into the mixture to reach pH 4. The mixture changed