US20190201809A1 – July 4, 2019 – Methods of Purifying Cannabinoids Using Liquid:Liquid Chromatography

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Inventors :

Xavier Nadal Roura

Owner :

Phytoplant Research S.L.

Application Number :

US16295220

Document Number :

US20190201809A1

Priority Date :

March 7, 2019

Filing Date :

March 7, 2019

Date of Grant/ Publication :

July 4, 2019

Class :

B01D11 / 02; C07D311 / 80; B01D15 / 18; C07C37 / 72; G01N30 / 88; C07C51 / 48; B01D11 / 04; C07C37 / 00

Abstract

The present specification discloses methods of purifying one or more cannabinoids from a plant material using unique biphasic solvent systems and liquid-liquid chromatography as centrifugation partitioning chromatography (CPC) or counter current chromatography (CCC). The present specification also provides purified cannabinoids such as CBG, CBGA, CBGV, CBD, CBDA, CBDV, THC, THCA and THCV, compositions comprising one or more of these cannabinoids produced by the disclosed method, and methods for treating a disease or condition employing such purified cannabinoids and compositions.

Claim(s)

1 . A method of purifying one or more cannabinoids from a plant material including a plant, a plant resin or a plant extract, the method consisting essentially of the following steps: (a) incubating the plant material with a solvent selected from the group consisting of pentane, hexane, heptane, petroleum ethers, cyclohexane, dichloromethane, trichloromethane, tetrahydrofurane, diethyl ether, toluene, benzene, ethanol, methanol, isopropanol, acetone, acetonitrile, ethyl acetate, butane, propane, 1,1,1,2-Tetrafluoroethane (R134a) or, liquid, subcritical or supercritical CO 2 or mixes thereof to form a solvent mixture which extracts the one or more cannabinoids from the plant material, wherein the solvent mixture has an original volume; (b) for THC-type extracts, adding to the solvent mixture a biphasic solvent system selected from the group consisting of hexane:ethanol:water, pentane:acetonitrile and hexane:acetonitrile, wherein the pentane:acetonitrile system and the hexane:acetonitrile system optionally include ethyl acetate and/or water as a modifier; for CBD-type extracts, adding to the extract a biphasic sovent system of hexane:ethanol:water; and for CBG-type extracts, adding to the extract a biphasic solvent system of hexane:ethanol:water; and (c) performing liquid:liquid chromatography using a biphasic solvent system of step b), thereby purifying the one or more cannabinoids.

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