Methods of preparing cannabinoids or derivatives thereof
AssigneeFloraScience Inc.
InventorsRobert Paul Jensen, Vaughn Hartung
Life of this patent
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Abstract
Provided are methods of preparing cannabinoids and cannabinoid derivatives and compositions containing the cannabinoids and derivatives.
Claims26
A method of preparing cannabinol, or a pharmaceutically acceptable salt thereof, the method comprising:
- admixing a catalyst, cannabidiol, and an oxidizing agent to form cannabinol, or a pharmaceutically acceptable salt thereof, wherein the catalyst is I2, Br2, or C12;
- and
- wherein the oxidizing agent is selected from one or more of O2, S8, benzoquinone, chloranil, hydrogen peroxide, peracetic acid, diacetyl peroxide, ditertbutyl peroxide, dicumyl peroxide, peroxybenzoic acid, benzoyl peroxide, and dimethyl sulfoxide.
A method of preparing cannabinol, or a pharmaceutically acceptable salt thereof, the method comprising:
- admixing a catalyst, an oxidizing agent, and tetrahydrocannabinol to form cannabinol, or a pharmaceutically acceptable salt thereof,
- wherein the catalyst is I2, Br2, or C2;
- and
- wherein the oxidizing agent is selected from one or more of O2, S8, benzoquinone, chloranil, hydrogen peroxide, peracetic acid, diacetyl peroxide, ditertbutyl peroxide, dicumyl peroxide, peroxybenzoic acid, benzoyl peroxide, and dimethyl sulfoxide.
The method of 20, wherein admixing the catalyst and the cannabidiol is performed at a temperature of about 35° C. to about 200°° C., about 50° C. to about 150°° C., about 50° C. to about 100° C., or about less than about 100° C.
A method of preparing cannabinol, or a pharmaceutically acceptable salt thereof, the method comprising:
- (a) admixing cannabidiol and a catalyst to form a mixture of Δ(8,9)-tetrahydrocannabinol and Δ(9,10)-tetrahydrocannabinol;
- and
- (b) admixing the mixture and an oxidizing agent to form the cannabinol, or a pharmaceutically acceptable thereof,
- wherein the catalyst is I2 and the I2 is present in an amount of less than about 5 mol %, based on the total mols of the cannabidiol;
- and
- wherein the oxidizing agent is selected from one or more of O2, S8, benzoquinone, chloranil, hydrogen peroxide, peracetic acid, diacetyl peroxide, ditertbutyl peroxide, dicumyl peroxide, peroxybenzoic acid, benzoyl peroxide, and dimethyl sulfoxide.
A method of preparing acetylcannabinol, or a pharmaceutically acceptable salt thereof, the method comprising:
- admixing cannabidiol, an oxidizing agent, I2, and acetic acid to form a mixture comprising cannabinol, or a pharmaceutically acceptable salt thereof, wherein the I2 is present in an amount of less than about 5 mol %, based on the total mols of cannabidiol;
- and
- admixing the mixture with a dehydrating agent to form acetylcannabinol, or a pharmaceutically acceptable salt thereof;
- wherein the dehydrating agent is one or more of acetic anhydride, phosphoric acid. sulfuric acid, sodium bisulfite, phosphorus pentoxide, and polyphosphoric acid.
Dependencies are inferred from the claim text.