Methods for the continuous alkoxylation and derivatization of terpenes
The invention is directed to methods of producing alkoxylated or hydroxylated terpenes comprising the steps of continuously passing a solution comprising an alcohol in combination with a terpene over an acidic resin catalyst in a packed bed reactor in order to yield a product, as well as compounds that are the products of the methods described herein.
1. A method of producing an alkoxylated terpene comprising the step of: continuously passing a solution comprising methanol, in combination with the terpene over an acidic resin catalyst in a packed bed reactor in order to yield a product, wherein the acidic resin catalyst is selected from a propanesulfonic acid resin, or a montmorillonite, or a macroreticular or cellular resin covalently bonded to sulfonic acid or carboxylic acid groups, or a silica covalently bonded to sulfonic acid or carboxylic acid groups, and wherein said terpene is valencene.
2. The method of claim 1 , wherein the average residence time for said solution in the packed bed reactor is between 0 minutes and 30 minutes.
3. The method of claim 1 , wherein said acidic resin catalyst is packed into a tube or a pipe through which said solution flows.
4. The method of claim 1 , wherein products are purified through distillation.
5. A compound of Formula (II) described by the following structure:
6. A fragrance composition, perfume composition, soap composition, flavor composition, or flavorant composition, comprising a compound according to claim 5 .
7. The method of claim 1 , wherein the acidic resin catalyst is a silica covalently bonded to sulfonic acid or carboxylic acid groups.
8. The composition according to claim 6 , wherein the composition is a fragrance composition.
9. The composition according to claim 6 , wherein the composition is a perfume composition.
10. The composition according to claim 6 , wherein the composition is a soap composition.
11. The composition according to claim 6 , wherein the composition is a flavor composition.
12. The composition according to claim 6 , wherein the composition is a flavorant composition.