CANNABICHROMENE COMPOSITIONS AND METHODS OF SYNTHESIZING CANNABICHROMENE
Compositions having enhanced cannabichromene (CBC) and abnormal cannabichromene (CBCab) concentrations are disclosed herein as are methods of synthesizing CBC and CBC ab . Relative to conventional methods, the methods of the present disclosure may: (i) be better suited to large-scale conditions in that they do not require dangerous and/or toxic solvents and/or reagents; (ii) provide product mixtures with enhanced CBC ab concentrations; (iii) provide CBC at higher yield; (iv) provide easier to purify product mixtures comprising CBC; (v) provide product mixtures that comprise unique ratios of CBC ab relative to other cannabinoids; and/or (vi) provide product mixtures with reduced THC concentrations.
1 .- 71 . (canceled)
72 . A method of preparing cannabichromene (CBC) or a CBC derivative, the method comprising heating a reaction mixture comprising citral, a modified resorcinol, a base, and a class 3 solvent.
73 . The method of claim 72 , wherein the modified resorcinol is of the form:
74 . The method of claim 72 , wherein the modified resorcinol is of the form:
wherein R is methyl, propyl, heptyl, 1,1-dimethylheptyl, phenylethyl, or phenylvinyl.
75 . The method of claim 72 , wherein the base comprises an amine.
76 . The method of claim 75 , wherein the amine comprises a primary amine, a secondary amine, a tertiary amine, or a combination thereof.
77 . The method of claim 72 , wherein the base comprises an inorganic base.
78 . The method of claim 77 , wherein the base comprises Ca(OH) 2 , MgO, ZrO 2 , basic Al 2 O 3 , or a combination thereof.
79 . The method of claim 72 , wherein the heating is at a reaction temperature of at least 80° C.
80 . The method of claim 72 , wherein the reaction temperature is between about 80° C. and about 120° C.
81 . The method of claim 72 , wherein the reaction temperature is between about 95° C. and about 110° C.
82 . The method of claim 72 , wherein the heating is for a reaction time of at least about 60 minutes.
83 . The method of claim 72 , wherein the reaction time is between about 60 minutes and about 72 hours.
84 . The method of claim 72 , wherein the reaction time is between about 12 hours and about 24 hours.
85 . The method of claim 72 , further comprising purifying a product mixture by flash chromatography.
86 . A method of preparing cannabichromene (CBC) or a CBC derivative, the method comprising heating a reaction mixture comprising citral, a modified resorcinol, a base, and a Class 3 solvent at a reaction temperature of between about 80° C. and about 120° C. for at least about 60 minutes.
87 . The method of claim 86 , wherein the modified resorcinol is of the form:
88 . The method of claim 86 , wherein the modified resorcinol is of the form:
wherein R is methyl, propyl, heptyl, 1,1-dimethylheptyl, phenylethyl, or phenylvinyl.
89 . The method of claim 86 , wherein the base comprises an amine.
90 . The method of claim 89 , wherein the amine comprises a primary amine, a secondary amine, a tertiary amine, or a combination thereof.
91 . A method of preparing cannabichromene (CBC) or a CBC derivative, the method comprising heating a reaction mixture comprising citral, a modified resorcinol, a base, and a solvent, wherein the solvent is p-cymene.