The present disclosure is directed to novel derivatives of naturally occurring cannabinoids, methods of making them, compositions comprising them, and methods for using them.

The present invention primarily concerns the use of compounds of the following formula (I) ##STR00001##
wherein X represents an oxygen atom, a —CHO, an —OH, or a —CH.sub.2OH group, a single bond or a double bond is present at the respective location of one of the dotted lines, at least one double bond is present when X is an OH group, and the 3-isopentyl or 3-isopent-2-enyl residue is connected to the ring in the ortho, meta, or para position to the X group, as perfuming and/or flavouring agents. The invention further relates to fragrance and flavour compositions containing one or more of these compounds, perfumed or flavoured articles comprising one or more of these compounds and corresponding processes for imparting, modifying and/or enhancing certain odour notes.

A method of producing an alcohol, comprises reducing an aldehyde or a ketone with a hydridosilatrane. The reducing is carried out with an activator.

A method of producing an alcohol, comprises reducing an aldehyde or a ketone with a hydridosilatrane. The reducing is carried out with an activator.

A novel odorant of formula (I) wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.3, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are independently selected from H, CH.sub.3, and C.sub.2H.sub.5; X is selected from —CH.sub.2OH, —CH.sub.2OCOCH.sub.3 and —CHO, n is selected from 0 and 1. The dotted line represents double bond or single bond. ##STR00001##

The present invention relates to a process for the preparation of 1-(2,6,6-trimethylcyclohexylyalkan-3-ols, in particular 1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol. The invention further relates to 5-alkoxy-1-(2,6,6-trimethylcyclohexenyl)-1-alken-3-ones and the use of these as a fragrance or as flavor, to a fragrance containing composition and/or a fragranced product containing 5-alkoxy-1-(2,6,6-trimethylcyclohexenyl)-1-alken-3-ones and to a method for imparting or modifying a scent or a flavor to a composition by including said alkoxyalkenones into such composition.

The present invention relates to a process for the preparation of 1-(2,6,6-trimethylcyclohexylyalkan-3-ols, in particular 1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol. The invention further relates to 5-alkoxy-1-(2,6,6-trimethylcyclohexenyl)-1-alken-3-ones and the use of these as a fragrance or as flavor, to a fragrance containing composition and/or a fragranced product containing 5-alkoxy-1-(2,6,6-trimethylcyclohexenyl)-1-alken-3-ones and to a method for imparting or modifying a scent or a flavor to a composition by including said alkoxyalkenones into such composition.

The present invention relates to processes for the preparation of compounds of the formula (Ia) ##STR00001##
by reacting styrene with a secondary alkanol and the hydrogenation of the resulting phenyl-substituted tertiary alkanol. In addition, the invention relates to compounds of the formula (Ia) and to the use of such compounds as fragrances, and also to compositions which comprise compounds of the formulae (Ia) and (Ib).

The present invention relates to processes for the preparation of compounds of the formula (Ia) ##STR00001##
by reacting styrene with a secondary alkanol and the hydrogenation of the resulting phenyl-substituted tertiary alkanol. In addition, the invention relates to compounds of the formula (Ia) and to the use of such compounds as fragrances, and also to compositions which comprise compounds of the formulae (Ia) and (Ib).

The present invention relates to the use of 1-(4,4-dimethylcyclohexyl)ethanone, 1-(4,4-dimethylcyclohex-1-en-1-yl)ethanone, 1-(4,4-dimethylcyclohexyl)ethanol, 1-(4,4-dimethylcyclohexyl)ethyl acetate and 1-(2-hydroxy-4,4-dimethylcyclohexyl)ethanone as a fragrance substance, in particular with a flowery and/or fruity olfactory characteristic. The present invention further relates to fragrance compositions and perfumed products comprising the compounds listed above. The present invention also relates to a method producing perfumed products and a method producing 1-(4,4-dimethylcyclohexyl)ethanol or 1-(4,4-dimethylcyclohexyl)ethyl acetate. Further, the invention relates to the compounds 1-(4,4-dimethylcyclohexyl)ethyl acetate, 1-(4,4-dimethylcyclohexyl)ethanol and 1-(2-hydroxy-4,4-dimethylcyclohexyl)ethanone.