Methods for extraction, processing, and purification of a selected family of target compounds from cannabis

Abstract

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.

1 .- 68 . (canceled) 
     
     
         69 . A cannabidiolic acid-amine salt having:
 (i) a chemical structure (1)   
       
         
           
           
               
               
           
         
         
           (CBDA-triethylamine salt) 
         
         (ii) a chemical structure (2) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-N-methylmorpholone salt); 
         
         (iii) a chemical structure (3) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-1,8-diazabicycloundec-7-ene salt); 
         
         (iv) a chemical structure (4) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-piperidineethanol salt)); 
         
         (v) a chemical structure (5) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-4-dimethylaminopyridine salt); 
         
         (vi) a chemical structure (6) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-4-cyclohexylamine salt); 
         
         (vii) a chemical structure (7) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-1,5-diazabicyclooctane salt); 
         
         (viii) a chemical structure (8) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-methyldicyclohexylamine salt); 
         
         (ix) a chemical structure (9) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-N,N,N,N-tetramethylethylenediamine salt); 
         
         (x) a chemical structure (10) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-diisopropylethylamine salt); 
         
         (xi) a chemical structure (11) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-N-isopropylcyclohexylamine salt); 
         
         (xii) a chemical structure (12) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-tributylamine salt); 
         
         (xiii) a chemical structure (13) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-dimethylpiperazine salt); 
         
         (xiv) a chemical structure (14) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-N,N,N-trimethylethylenediamine salt); 
         
         (xv) a chemical structure (15) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-2,2,6,6-tetramethylpiperidine salt); 
         
         (xvi) a chemical structure (16) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-morpholine salt); 
         
         (xvii) a chemical structure (17) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-N,N-dimethylethanolamine salt); 
         
         (xviii) a chemical structure (18) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-quinine salt); 
         
         (xix) a chemical structure (19) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-diethylamine salt); or 
         
         (xx) a chemical structure (20) 
       
       
         
           
           
               
               
           
         
         
           (CBDA-tripropylamine salt). 
         
       
     
     
         70 .- 88 . (canceled)