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Octanol‐based aroma chemicals, Part 4. A simple synthesis of dihydrojasmone
Author(s) -
Zope Dhananjay D.,
Patnekar Shridhar G.,
Kanetkar Vinod R.
Publication year - 2007
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.1786
Subject(s) - octanal , chemistry , knoevenagel condensation , aldehyde , organic chemistry , aroma , heptanal , hexanal , catalysis , food science
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 © 2007 John Wiley & Sons, Ltd.