- Synthesis of Pirmenol
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Pirmenol (CAS NO.: ), with its systematic name of , alpha-(3-(2,6-dimethyl-1-piperidinyl)propyl)-alpha-phenyl-, cis-(+-)-, could be produced through many synthetic methods.
Following is one of the reaction routes:
The reaction of gamma-chlorobutyrophenone (I) with ethylene glycol (II) by means of p-toluenesulfonic acid in refluxing benzene gives the corresponding ethylene ketal (III), which is condensed with cis-2,6-dimethylpiperidine (IV) by means of Na and heat, and hydrolyzed with concentrated HCl yielding gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone (V). Finally, this compound is condensed with 2-bromopyridine (VI) by means of butyllithium in THF.
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