Canopy Growth Corporation

Ben Geiling

Mohammadmehdi Haghdoost Manjili

Mahmood Azizpour Fard

Christopher Adair

Daniel Brumar

Mahmood Azizpoor Fard

Roger Gallant

Tom Shipley

Disclosed herein are methods for converting cannabidiol, cannabidiolic acid and analogs thereof into Δ-tetrahydrocannabinol, Δ-tetrahydrocannabinolic acid and analogs thereof. In particular, there is provided a method for converting a compound of Formula (I) as defined herein into a compound of Formula (II) as defined herein, the method comprising heating the compound of Formula (I) and a Lewis acidic heterogeneous reagent in an aprotic-solvent system to provide a compound of Formula (II), wherein the Lewis-acidic heterogeneous reagent is acidic alumina.

Methods for converting CBD, CBDA and analogs thereof into Δ-THC, Δ-THCA and analogs thereof

Disclosed are methods for synthesizing cannabielsoin (CBE) and or analogs thereof. In particular, the present disclosure provides methods for synthesizing CBE or analogs thereof comprising steps of providing a cannabinoid composition that comprises cannabidiol (CBD) or analogs thereof; combining the cannabinoid composition with an agent comprising a ketone functional group; and contacting the cannabinoid composition with an oxidizing agent or exposing the cannabinoid composition to electromagnetic radiation.

Methods of synthesizing cannabielsoin and analogs thereof

Disclosed herein is a method for continuously preparing crystalline cannabinoid particles. The method includes preparing a cannabinoid-rich solution that comprises a first cannabinoid and inducing the cannabinoid-rich solution to a supersaturated state in which the first cannabinoid has a supersaturated concentration that is greater than a corresponding saturation concentration of the first cannabinoid. The method includes flowing the cannabinoid-rich solution into a continuous stirred-tank reactor (CSTR) in a continuous manner, mixing the cannabinoid-rich solution under turbulent mixing conditions to form a plurality of crystalline cannabinoid particles and a cannabinoid-depleted solution within the CSTR, and discharging the plurality of crystalline cannabinoid particles and the cannabinoid-depleted solution from the CSTR in a continuous manner to provide a flow rate through the CSTR. The method includes separating crystalline cannabinoid particles from the plurality of crystalline cannabinoid particles and the cannabinoid-depleted solution in a continuous manner.

Continuous crystallization of cannabinoids in a stirred-tank reactor

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.

Methods of synthesizing cannabigerol, cannabigerolic acid, and analogs thereof

Methods of synthesizing cannabigergol, cannabigerolic acid, and analogs thereof

Disclosed herein is a method of converting a THC-rich cannabinoid mixture that comprises at least about 20% THC into a CBN-rich cannabinoid mixture that comprises at least about 2.0% CBN. The method comprises contacting the cannabinoid mixture with a benzoquinone reagent under reaction conditions comprising: (i) a reaction temperature that is within a target reaction-temperature range; and (ii) a reaction time that is within a target reaction-time range, such that at least a portion of the of the THC in the THC-rich cannabinoid mixture is converted into CBN.

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Smiths Falls, Canada

Ben Geiling