METHODS OF SYNTHESIZING HIGH-PURITY CANNABICYCLOL AND ARTIFICIAL RESINS COMPRISING CANNABICYCLOL
Compositions having enhanced cannabicyclol (CBL) or CBL derivative concentrations are disclosed herein as are methods of synthesizing CBL and CBL derivative in high-purity form. 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) be more tolerant of complex starting compositions, such as cannabinoid extracts, isolates and/or distillates; (iii) provide CBL and/or CBL derivative at higher yield; (iv) provide easier methods to purify product mixtures comprising CBL and/or CBL derivative; (v) provide product mixtures that comprise unique ratios of CBL or CBL derivative relative to other cannabinoids; (vi) provide product mixtures with reduced THC concentrations and/or (vii) provide artificial resins having of a mixture cannabinoids that cannot be produced by extracting cannabis plant material.
1 . A method for converting cannabichromene (CBC) or a CBC derivative to cannabicyclol (CBL) or a CBL derivative, the method comprising contacting the CBC or CBC derivative with an acidic heterogeneous material.
2 . The method of claim 1 , wherein the acidic heterogeneous material is activated montmorillonite.
3 . The method of claim 1 , wherein the contacting is in the presence of a solvent chosen from chloroform or a class 3 solvent.
4 . (canceled)
5 . The method of claim 1 , wherein the contacting is at a reaction temperature of between about −20° C. and about 60° C.
6 . (canceled)
7 . A method for converting cannabichromene (CBC) or a CBC derivative to cannabicyclol (CBL) or a CBL derivative, the method comprising contacting the CBC or CBC derivative with a radical initiator.
8 . The method of claim 7 , wherein the radical initiator is Fe(ClO 4 ) 3 .
9 . The method of claim 7 , wherein the contacting is in the presence of a class 3 solvent.
10 . The method of claim 9 , wherein the class 3 solvent is ethyl acetate.
11 . (canceled)
12 . The method of claim 7 , wherein the contacting is at a reaction temperature of between about 15° C. and about 25° C.
13 .- 33 . (canceled)
34 . The method of claim 1 , wherein the CBC or CBC derivative is a component of a cannabis extract, a cannabis distillate, a cannabis isolate, or a cannabis synthesis reaction mixture.
35 . The method of claim 1 , wherein the CBC derivative is of the form:
wherein R is methyl, propyl, heptyl, 1,1-dimethylheptyl, phenylethyl, or phenylvinyl.
36 .- 57 . (canceled)
58 . A method of preparing cannabicyclol (CBL) or a CBL derivative, the method comprising:
heating a reaction mixture comprising citral, a modified resorcinol, and an amine to form a first product mixture; and
(i) contacting the first product mixture with an acidic heterogeneous material to form the CBL or CBL derivative; or (ii) contacting the first product mixture with a radical initiator to form the CBL or CBL derivative.
59 . The method of claim 58 , which is for preparing CBL, and the modified resorcinol is of the form:
60 . The method of claim 59 , which is for preparing a CBL derivative of the form:
and the modified resorcinol is of the form:
wherein R is methyl, propyl, heptyl, 1,1-dimethylheptyl, phenylethyl, or phenylvinyl.
61 .- 103 . (canceled)
104 . The method of claim 7 , wherein the CBC or CBC derivative is a component of a cannabis extract, a cannabis distillate, a cannabis isolate, or a cannabis synthesis reaction mixture.
105 . The method of claim 7 , wherein the CBC derivative is of the form:
wherein R is methyl, propyl, heptyl, 1,1-dimethylheptyl, phenylethyl, or phenylvinyl.
106 . The method of claim 58 , wherein the acidic heterogeneous material is activated montmorillonite.
107 . The method of claim 58 , wherein the contacting of the first product mixture with the acidic heterogeneous material is in the presence of a solvent chosen from chloroform or a class 3 solvent.
108 . The method of claim 58 , wherein the radical initiator is Fe(ClO 4 ) 3 .
109 . The method of claim 58 , wherein the contacting of the first product mixture with the radical initiator is in the presence of a class 3 solvent.