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Patent US10647691
Issued 2020-05-12
Method For Purifying Cannabinoid Compounds
The present invention relates to methods for purifying one or two cannabinoid compounds using simulated moving bed chromatography, wherein the cannabinoid compound(s) is/are obtained in the extract and/or the raffinate with the total amount of isomeric impurities being below detection level. In particular, the present invention relates to methods for the purification of cannabidiol, trans-(−)-delta-9-tetrahydrocannabinol, cannabidivarin, trans-(−)-delta-9-tetrahydrocannabivarin and cannabigerol which have been obtained by enantiopure synthesis.
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- 1. A method for purifying a cannabinoid compound obtained by enantiopure synthesis, wherein the cannabinoid compound is cannabidiol, trans-(−)-delta-9-tetrahydrocannabinol, cannabidivarin, trans-(−)-delta-9-tetrahydrocannabivarin, or cannabigerol, the method comprising:
i) providing a mixture comprising the cannabinoid compound obtained by enantiopure synthesis and one or more of its isomers and optionally one or more further organic compounds, and ii) simultaneously,
a) continuously feeding the mixture of step i) through a feed port into a simulated moving bed chromatographic apparatus comprising at least four columns connected in series and containing a stationary phase, and
b) continuously feeding eluant into the apparatus through an eluant port, and
c) continuously withdrawing the extract through an extract port, and
d) continuously withdrawing the raffinate through a raffinate port,
wherein the extract and/or the raffinate respectively comprises the purified cannabinoid compound and less than 100 ppm in total of any isomer(s) of the purified cannabinoid compound present in step i).
- 20. A method for purifying a cannabinoid compound obtained by enantiopure synthesis, wherein the cannabinoid compound is trans-(−)-delta-9-tetrahydrocannabinol or trans-(−)-delta-9-tetrahydrocannabivarin, the method comprising:
i) providing a mixture comprising the cannabinoid compound obtained by enantiopure synthesis, one or more of its isomers, and one or more further organic compounds, and ii) simultaneously,
a) continuously feeding the mixture of step i) through a feed port into a simulated moving bed chromatographic apparatus comprising at least four columns connected in series and containing a stationary phase, and
b) continuously feeding eluant into the apparatus through an eluant port, and
c) continuously withdrawing the extract through an extract port, and
d) continuously withdrawing the raffinate through a raffinate port, and
iii) subjecting the extract and/or the raffinate comprising the purified cannabinoid compound to one, two, or more further extraction step(s),
wherein the extract and/or the raffinate respectively comprises the purified cannabinoid compound, less than 100 ppm in total of any isomer(s) of the purified cannabinoid compound present in step i), and less than 100 ppm in total of olivetol.
