TETRAHYDROJASMONE

Description

Tetrahydrojasmone, a result of meticulous research into the derivatives of Cyclopentanone and Cyclopentenone, related to Jasmone, has found some use in perfumery. However, it is generally agreed that it is not nearly as suitable for Jasmin notes as are the iso-Jasmones, the Dihydrojasmones, and even the iso-amyl-isomer oft he tit Ie material. Only the relatively low cost kept this ketone in use, but the cost is no longer competitive with that of the named Jasmone materials. For pronounced fruity Jasmin base types, the subject ketone may still be useful although not always powerful enough.

Synthesis Reference(s)

Tetrahedron, 47, p. 8587, 1991 DOI: 10.1016/S0040-4020(01)82402-9

Synthesis

Tetrahydrojasmone is prepared:
1) from Undecane-diol.
2) from Cyclopentanone by condensation with n-Valerie aldehyde, followed by hydrogenation of the unsaturated ketone.