A compound represented by Formula (1) given below. (In the formula, R.sup.1 represents a hydrogen atom or a methyl group, X.sup.1 represents a C.sub.1 to 9 alkylene group, or a C.sub.3 to 6 alkylene group in which at least one hydrogen is replaced with an acryloxy group or a methacryloxy group, l.sup.1 represents an integer from 0 to 3, Q.sup.1 represents a hydrogen atom or Formula (2) given below (In the formula, R.sup.2 represents a hydrogen atom or a methyl group, X.sup.2 represents a C.sub.1 to 9 alkylene group, or a C.sub.3 to 6 alkylene group in which at least one hydrogen is replaced with an acryloxy group or a methacryloxy group, l.sup.2 represents an integer from 0 to 3, and * represents a bonding site), and Q.sup.2 represents a hydrogen atom or Formula (3) given below (In the formula, R.sup.3 represents a hydrogen atom or a methyl group, X.sup.3 represents a C.sub.1 to 9 alkylene group, or a C.sub.3 to 6 alkylene group in which at least one hydrogen is replaced with an acryloxy group or a methacryloxy group, l.sup.3 represents an integer from 0 to 3, and * represents a bonding site).)

Cannabidiol derivatives and medical use thereof, in particular to the compounds represented by general formula (I), or stereoisomers, solvates, metabolites, prodrugs, pharmaceutically acceptable salts or cocrystals thereof, wherein the definitions of substituents in general formula (I) are the same as those in the description

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Disclosed are methods for preparing cannabigerol (CBG) or a CBG analog, embodiments of the method comprising providing a compound (I); combining the compound (I) with geraniol and a solvent to form a reaction mixture; and combining the reaction mixture with an acid catalyst to form a product mixture comprising the CBG or the CBG homolog. The method may further comprise separating the CBG or the CBG analog from the product mixture and may further comprise purifying the CBG or CBG analog. Methods for preparing cannabigerolic acid (CBGA) or a cannabigerolic acid analog are also disclosed. The present disclosure also provides highly purity CBG, CBGA, and analogs thereof.

Disclosed are methods for preparing cannabigerol (CBG) or a CBG analog, embodiments of the method comprising providing a compound (I); combining the compound (I) with geraniol and a solvent to form a reaction mixture; and combining the reaction mixture with an acid catalyst to form a product mixture comprising the CBG or the CBG homolog. The method may further comprise separating the CBG or the CBG analog from the product mixture and may further comprise purifying the CBG or CBG analog. Methods for preparing cannabigerolic acid (CBGA) or a cannabigerolic acid analog are also disclosed. The present disclosure also provides highly purity CBG, CBGA, and analogs thereof.

Systems and methods for extracting a compound of interest from plant material, such as a cannabidiol (CBD) from cannabis, are provided. Particularly, the disclosed systems and methods utilize a crude oil to separate water and impurities including fats, sugars, resin glues, chlorophyll, and proteins prior to preparation of a CBD distillate. The systems and methods are operable to remove the impurities from the crude oil with a brine solution and at least one acid prior to distillation. The systems and methods are operable with conventional solvents containing between about 5 wt % and about 8 wt % water.

Systems and methods for extracting a compound of interest from plant material, such as a cannabidiol (CBD) from cannabis, are provided. Particularly, the disclosed systems and methods utilize a crude oil to separate water and impurities including fats, sugars, resin glues, chlorophyll, and proteins prior to preparation of a CBD distillate. The systems and methods are operable to remove the impurities from the crude oil with a brine solution and at least one acid prior to distillation. The systems and methods are operable with conventional solvents containing between about 5 wt % and about 8 wt % water.

Disclosed are methods for separating, recovering, and purifying cannabidiolic acid (CBDA) salts from an organic solvent solution comprising a mixture of cannabinoids. The methods comprise solubilizing the mixture of cannabinoids in C5-C7 hydrocarbon solvents, adding thereto a selected amine to thereby precipitate a CBDA-amine salt therefrom, dissolving the recovered CBDA-amine salt in a selected solvent and then adding thereto a selected antisolvent to thereby recrystallize a purified CBDA-amine salt therefrom. The recrystallized CBDA-amine salt may be decarboxylated to form a mixture of cannabidiol (CBD) and amine. The CBD amine mixture may be acidified to separate the amine from CBD. Also disclosed are CBDA-amine salts produced with certain amines selected from groups of secondary amines, tertiary amines, diamines, amino alcohols, amino ethers, and highly basic amines.

Disclosed are methods for separating, recovering, and purifying cannabidiolic acid (CBDA) salts from an organic solvent solution comprising a mixture of cannabinoids. The methods comprise solubilizing the mixture of cannabinoids in C5-C7 hydrocarbon solvents, adding thereto a selected amine to thereby precipitate a CBDA-amine salt therefrom, dissolving the recovered CBDA-amine salt in a selected solvent and then adding thereto a selected antisolvent to thereby recrystallize a purified CBDA-amine salt therefrom. The recrystallized CBDA-amine salt may be decarboxylated to form a mixture of cannabidiol (CBD) and amine. The CBD amine mixture may be acidified to separate the amine from CBD. Also disclosed are CBDA-amine salts produced with certain amines selected from groups of secondary amines, tertiary amines, diamines, amino alcohols, amino ethers, and highly basic amines.

Disclosed are methods for separating, recovering, and purifying cannabidiolic acid (CBDA) salts from an organic solvent solution comprising a mixture of cannabinoids. The methods comprise solubilizing the mixture of cannabinoids in C5-C7 hydrocarbon solvents, adding thereto a selected amine to thereby precipitate a CBDA-amine salt therefrom, dissolving the recovered CBDA-amine salt in a selected solvent and then adding thereto a selected antisolvent to thereby recrystallize a purified CBDA-amine salt therefrom. The recrystallized CBDA-amine salt may be decarboxylated to form a mixture of cannabidiol (CBD) and amine. The CBD amine mixture may be acidified to separate the amine from CBD. Also disclosed are CBDA-amine salts produced with certain amines selected from groups of secondary amines, tertiary amines, diamines, amino alcohols, amino ethers, and highly basic amines.

The present invention relates to a highly economic process for the purification of a cannabinoid acid, more specifically THCA or CBDA, from either a crude cannabis plant material or a cell culture of said cannabis plant, using ion exchange resins. The purified cannabinoid acid obtained may then be decarboxylated to yield the corresponding cannabinoid, i.e., THC or CBD, respectively.