Cannabigerol Purification Without Chromatography

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for producing cannabigerol suffer from low purity and efficiency due to polyalkylation and regioisomer formation during Friedel-Crafts-Alkylation, necessitating costly and time-consuming chromatographic purifications.

Innovation Solution

A method involving the reaction of olivetol with allylic compounds having a leaving group in the presence of an acidic or Lewis acidic catalyst, followed by distillation and liquid-liquid extraction, to selectively separate cannabigerol from regioisomers and other impurities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If Friedel-Crafts-Alkylation is used to synthesize cannabigerol, then the reaction can proceed, but polyalkylation and regioisomer formation occur leading to low purity

Engineering Contradiction:
Improvesynthesis efficiencyVSAvoidproduct purity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent converts the harmful polyalkylation side reaction into a beneficial selective purification mechanism. By allowing polyalkylation to occur with excess allylic compound, the unwanted polyalkylated regioisomers are formed in high concentration, which then enables their selective removal through crystallization of the desired cannabigerol product, achieving high purity without complex chromatography

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent changes the reaction parameters by using excess allylic compound (1.5-3 equivalents) and controlling temperature (0-50°C), which shifts the reaction outcome from a mixture of products to a regime where the desired monoalkylation product can be selectively isolated through subsequent crystallization, improving both yield and purity

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If chromatographic purification is used to separate cannabigerol from impurities, then high purity can be achieved, but the process becomes costly and time-consuming

Engineering Contradiction:
Improveproduct purityVSAvoidpurification time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent replaces the mechanical/chromatographic purification system with a simple crystallization process. By controlling the reaction conditions and using excess allylic compound, the desired cannabigerol crystallizes selectively from the reaction mixture, eliminating the need for time-consuming and expensive chromatographic columns and resins

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent eliminates the need for expensive, complex chromatographic equipment by using a simple, inexpensive crystallization process that can be performed in standard laboratory glassware. The purification is achieved through a disposable crystallization step rather than requiring costly chromatographic materials

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Productivity

If excess allylic compound is used to drive the reaction, then yield improves, but polyalkylation side products increase

Engineering Contradiction:
Improvereaction yieldVSAvoidside product formation
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent converts the harmful effect of excess allylic compound causing polyalkylation into a beneficial purification mechanism. The polyalkylated regioisomers formed in excess are selectively removed through crystallization, allowing the use of excess reagent to drive the main reaction forward while the side products are easily separated, improving overall yield and purity

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

Achieves cannabigerol purity of 40-80% for subsequent crystallization, resulting in a final purity of >99% without the need for chromatographic methods, thereby improving yield and reducing costs.

Implementation Method 1

reacting olivetol with one or a mixture of two or more allylic compound(s) having a leaving group in the presence of an acidic or lewis acidic catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

purifying the product by distillation or liquid-liquid extraction

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

purifying the product by distillation or liquid-liquid extraction

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentUS20260060906A1Synthesis and purification of cannabigerol and its application
Publication Date: 2026.03.05 SYMRISE GMBH & CO KG
  • US20260060906A1 patent drawing
  • US20260060906A1 patent drawing
  • US20260060906A1 patent drawing

AI summary

The present invention relates to a method for producing cannabigerol and purifying it from a reaction mixture. The present invention also relates to the cosmetic use of cannabigerol for the inhibition of tyrosinase activity and/or the reduction of melanin production in the skin, in particular for reducing pigmentation of the skin, preferably for the improvement of the appearance of the skin in case of hyperpigmentation, lentigo or vitiligo. Furthermore, the present invention relates to cannabigerol for use in a therapeutic method for the inhibition of tyrosinase activity and/or the reduction of melanin production in the skin, preferably for use in a therapeutic method for the treatment and/or prevention of malign skin disorders, in particular skin cancer.