Octanol-based aroma chemicals, Part 4. A simple synthesis of dihydrojasmone

摘要

We have developed a new synthetic method for the preparation of dihydrojasmone via a five-step synthesis from n-octanol. Oxidation of n-octanol gave n-octanal, which after Mannich reaction and hydrogenation yields 2-methyl octanal. Knoevenagel condensation of this substituted aldehyde gave 4-methyldec-3-enoic acid, which on cyclization furnished dihydrojasmone. The process is simple and may be substituted for the existing process of synthesizing dihydrojasmone by the use of 1,4-dicarbonyl ketones. Copyright c2007 John Wiley & Sons, Ltd.