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1. CA3081302 - METHOD FOR ACETYLATION OF CANNABIDIOL

Office
Canada
Application Number 3081302
Application Date
Publication Number 3081302
Publication Date 26.03.2020
Grant Number
Grant Date 12.01.2021
Publication Kind C
IPC
C07C 67/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
67Preparation of carboxylic acid esters
08by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
C07C 39/23
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
39Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
23polycyclic, containing six-membered aromatic rings and other rings, with unsaturation outside the aromatic rings
C07C 69/16
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
69Esters of carboxylic acids; Esters of carbonic or haloformic acids
02Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
12Acetic acid esters
16of dihydroxylic compounds
CPC
B01D 3/10
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
DSEPARATION
3Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
10Vacuum distillation
B01D 3/143
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
DSEPARATION
3Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
14Fractional distillation ; or use of a fractionation or rectification column
143by two or more of a fractionation, separation or rectification step
B01D 3/346
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
DSEPARATION
3Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
34with one or more auxiliary substances
343the substance being a gas
346the gas being used for removing vapours, e.g. transport gas
B01D 11/0492
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
DSEPARATION
11Solvent extraction
04of solutions which are liquid
0492Applications, solvents used
C07D 311/82
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
311Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
02ortho- or peri-condensed with carbocyclic rings or ring systems
78Ring systems having three or more relevant rings
80Dibenzopyrans; Hydrogenated dibenzopyrans
82Xanthenes
A61K 31/352
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
31Medicinal preparations containing organic active ingredients
33Heterocyclic compounds
335having oxygen as the only ring hetero atom, e.g. fungichromin
35having six-membered rings with one oxygen as the only ring hetero atom
352condensed with carbocyclic rings, e.g. cannabinols, methantheline
Applicants NEXTLEAF SOLUTIONS LTD
Priority Data 16415782 17.05.2019 US
Title
(EN) METHOD FOR ACETYLATION OF CANNABIDIOL
(FR) METHODE D`ACETYLATION DE CANNABIDIOL
Abstract
(EN)

A process for producing THC-O-acetate using a succession of distillation,
salting-out
assisted liquid-liquid extractions (SALLEs), and solvent recovery techniques.
Tetrahydrocannabinol (THC) in cannabis oil reacts with acetic anhydride under
reflux to
produce THC-O-acetate and acetic acid. The resulting crude product is
distilled and
subjected to a SALLE with hexane followed by a SALLE with petroleum ether,
before being
distilled again in order to obtain a refined, THC-O-acetate product.