Process for production of delta-9-tetrahydrocannabinol
View Patent ↗The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R 8 , R 9 , and R 10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R 1 , R 2 , and R 3 defined herein.
1. A process for preparation of a product compound of the formula:
wherein X═H, alkyl, acyl, silyl, aryl, heteroaryl, sulfinyl, sulfonyl, phosphoryl, or phosphinyl;
said process comprising:
treating a first intermediate compound of the formula:
with a carbonate base under conditions effective to produce the product compound.
2. The process according to claim 1 , wherein the carbonate base is K 2 CO 3 .
3. The process according to claim 1 , wherein X is hydrogen.
4. The process according to claim 1 further comprising:
reacting a starting material compound of the formula:
under conditions effective to form a second intermediate compound of the formula:
and,
reacting the second intermediate compound under conditions effective to form the first intermediate compound.
5. The process according to claim 4 , wherein the conditions effective to form the second intermediate compound include reacting the starting material compound with thiophenol.