Process for production of delta-9-tetrahydrocannabinol

C - Chemistry – Metallurgy – 07 – D

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C07D 311/78 (2006.01)

Patent

CA 2623723

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 (I): where R8, R9, and R10 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 R1, R2, and R3 defined herein.

La présente invention concerne un procédé pour la préparation d'un composé delta-9-tétrahydrocannabinol ou d'un dérivé de celui-ci comprenant de traiter un premier composé intermédiaire avec un catalyseur de type acide de Lewis à base d'organoaluminium, dans des conditions efficaces pour produire le composé delta-9-tétrahydrocannabinol ou le dérivé de celui-ci. Un autre aspect de la présente invention concerne un procédé pour la préparation d'un composé cannabidiol ou cannabidiolate comprenant de faire réagir un premier composé de départ avec un second composé de départ en présence d'un catalyseur de type triflate de métal, dans des conditions efficaces pour former le composé cannabidiol ou cannabidiolate. La présente invention concerne également un composé de formule (I) : où R8, R9 et R10 sont identiques ou différents et sont chacun indépendamment sélectionnés entre H, un alkyle substitué ou non substitué, un aryle substitué ou non substitué, un hétéroaryle substitué ou non substitué ou un halo, R1, R2 et R3 étant définis ici.

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