C07B63/00

METHODS FOR EXTRACTION, PROCESSING, AND PURIFICATION OF A SELECTED FAMILY OF TARGET COMPOUNDS FROM CANNABIS
20220220057 · 2022-07-14 ·

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 recrystallizing 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. The recovered CBD may be concentrated to produce a highly purified 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.

CONTINUOUS CRYSTALLIZATION OF CANNABINOIDS IN A TUBULAR FLOW REACTOR

Disclosed herein is a method for producing crystalline cannabinoid particles in continuous mode. The method comprises 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 further comprises flowing the cannabinoid-rich solution through a tubular reactor in a continuous manner under turbulent flow conditions to form a plurality of crystalline cannabinoid particles and a cannabinoid-depleted solution within the tubular reactor, and separating crystalline cannabinoid particles from the plurality of crystalline cannabinoid particles and the cannabinoid-depleted solution. The turbulent flow conditions are defined by a Reynold number that is greater than a critical Reynolds number for the cannabinoid-rich solution and the tubular reactor.

CONTINUOUS CRYSTALLIZATION OF CANNABINOIDS IN A STIRRED-TANK REACTOR
20220249976 · 2022-08-11 ·

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
20220249976 · 2022-08-11 ·

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.

ACID MODIFIED RED MUD AS A CATALYST FOR OLEFIN ISOMERIZATION

A system and a method for isomerizing a 2-butene feed stream to form a 1-butene product stream are provided. An exemplary method includes calcining the red mud, flowing a butene feedstock over the red mud in an isomerization reactor, and separating 1-butene from a reactor effluent.

METHODS OF MODIFYING A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL, A PURIFIED CANNABIS PRODUCT FROM A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL, AND A MODIFIED CANNABIS PRODUCT FROM A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL
20220266168 · 2022-08-25 · ·

A method of modifying a naturally occurring Cannabis raw plant material, a purified Cannabis product from a naturally occurring Cannabis raw plant material, and a modified Cannabis product from a naturally occurring Cannabis raw plant material. The method includes selectively extracting at least some volatile organic compounds from a naturally occurring Cannabis raw plant material. At least some of a naturally occurring potential cannabinoid content in the Cannabis raw plant material is retained after removal of the at least some of the volatile organic compounds as well as substantially all of the physical structure of the Cannabis raw plant material.

METHODS OF MODIFYING A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL, A PURIFIED CANNABIS PRODUCT FROM A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL, AND A MODIFIED CANNABIS PRODUCT FROM A NATURALLY OCCURRING CANNABIS RAW PLANT MATERIAL
20220266168 · 2022-08-25 · ·

A method of modifying a naturally occurring Cannabis raw plant material, a purified Cannabis product from a naturally occurring Cannabis raw plant material, and a modified Cannabis product from a naturally occurring Cannabis raw plant material. The method includes selectively extracting at least some volatile organic compounds from a naturally occurring Cannabis raw plant material. At least some of a naturally occurring potential cannabinoid content in the Cannabis raw plant material is retained after removal of the at least some of the volatile organic compounds as well as substantially all of the physical structure of the Cannabis raw plant material.

Process for Preparation of Imidacloprid Polymorph Form I
20220081414 · 2022-03-17 ·

The present invention relates to process for preparation of Form I polymorph of 1-[(6-chloro-3-pyridyl) methyl]-N-nitroimidazolidin-2-ylideneamine (imidacloprid). In particular the present invention relates to process for preparation of Form I of imidacloprid containing dimer impurity≤0.5%.

Process for Preparation of Imidacloprid Polymorph Form I
20220081414 · 2022-03-17 ·

The present invention relates to process for preparation of Form I polymorph of 1-[(6-chloro-3-pyridyl) methyl]-N-nitroimidazolidin-2-ylideneamine (imidacloprid). In particular the present invention relates to process for preparation of Form I of imidacloprid containing dimer impurity≤0.5%.

METHOD OF PRODUCING CARBOXYLIC ACID
20220090148 · 2022-03-24 ·

Efficient production of a carboxylic acid is provided by a method of producing a carboxylic acid, which includes the following steps (A) and (B): (A) filtering a carboxylic acid-containing fermentation broth by passing said fermentation broth through a nanofiltration membrane, to obtain a carboxylic acid-containing filtrate from the permeate side of the membrane; and (B) extracting the carboxylic acid from the carboxylic acid-containing filtrate obtained in the step (A) using an extraction solvent which undergoes phase separation with the filtrate, and collecting a carboxylic acid extract phase-separated from the aqueous phase.