Ambrinol and its homologues
AssigneeFritzsche Dodge & Olcott Inc.
InventorsBrian J. Willis, Philip A. Christenson, Robert A. Mack
Life of this patent
Estimating the term…
Abstract
Compounds useful as fragrance materials having the structure ##STR1## wherein each of R.sub.1, R.sub.2, and R.sub.3 are hydrogen or methyl can be prepared by reacting a halogen-containing cyclohexane, having the structure ##STR2## wherein each of R.sub.1, R.sub.2, and R.sub.3 are hydrogen or methyl and X is a halogen, with a reagent capable of effecting intramolecular cyclization.
Claims10
A method of preparing a bicyclic alcohol having the structure ##STR32## wherein each of R.sub.1, R.sub.2 and R.sub.3 are hydrogen or methyl which comprises reacting under suitable conditions a halogen-containing cyclohexane having the structure ##STR33## wherein each of R.sub.1, R.sub.2 and R.sub.3 are hydrogen or methyl and X is a halogen with a reagent capable of effecting intramolecular cyclization of said halogen-containing cyclohexane compound and selected from the group consisting of metals from Groups 1 and 2 of the Periodic Table;
- electron transfer reagents such as Na/napthalene;
- alloys including amalgams of Group 1, 2 and 3 elements;
- Transition metals such as Fe, Cu, Cd and Hg;
- salts of elements of Groups 1, 2 and 3 of the Periodic Table;
- and salts of Transition metals such as Zn.sup.2+, Cu.sup.2+, Hg.sup.2+, Cr.sup.2+, V.sup.2+ and Ti.sup.3+ and containing a moiety R, in the presence of a non-protic solvent to form a bicyclic intermediate having the structure ##STR34## wherein R is a moiety derived from said reagent, and hydrolyzing under suitable conditions said intermediate to produce said bicyclic alcohol.
A method of preparing a bicyclic alcohol having the structure ##STR38## wherein each of R.sub.1, R.sub.2 and R.sub.3 are hydrogen or methyl which comprises reacting under suitable conditions a halogen-containing cyclohexane having the structure ##STR39## wherein each of R.sub.1, R.sub.2 and R.sub.3 are hydrogen of methyl and X is a halogen with a reagent capable of effecting intramolecular cyclization of said halogen-containing cyclohexane compound and selected from the group consisting of metals from Groups 1 and 2 of the Periodic Table;
- electron transfer reagents such as Na/napthalene;
- alloys including amalgams of Group 1, 2 and 3 elements;
- Transition metals such as Fe, Cu, Cd and Hg;
- salts of elements of Groups 1, 2 and 3 of the Periodic Table;
- and salts of Transitions metals such as Zn.sup.2+, Cu.sup.2+, Hg.sup.2+, Cr.sup.2+, V.sup.2+ and Ti.sup.3+, in the presence of a protic solvent to produce said bicyclic alcohol.
Dependencies are inferred from the claim text.