Direct de/carboxylation of cannabidiolic acid (CBDA) and cannabidiol (CBD) from hemp plant material under supercritical CO2

Bao-Chang Gao; Yu-Feng Sun; Yuan Tian; Yu Shi; Zhi-Guo Zhang; Guo-Liang Mao

doi:10.1080/10286020.2024.2345825

Direct de/carboxylation of cannabidiolic acid (CBDA) and cannabidiol (CBD) from hemp plant material under supercritical CO₂

J Asian Nat Prod Res. 2024 Apr 27:1-7. doi: 10.1080/10286020.2024.2345825. Online ahead of print.

Authors

Bao-Chang Gao^{1

2}, Yu-Feng Sun², Yuan Tian², Yu Shi², Zhi-Guo Zhang², Guo-Liang Mao¹

Affiliations

¹ College of Chemistry and Chemical Engineering, Northeast Petroleum University, Daqing 163316, China.
² Institute of Phytochemistry, Daqing Branch of Heilongjiang Academy of Sciences, Daqing 163316, China.

PMID: 38676379
DOI: 10.1080/10286020.2024.2345825

Abstract

Many organic reactions rely on CO₂ sources to generate important structural units and valuable chemicals. In this study, we compared the effects of cannabidiol (CBD) and cannabidiolic acid (CBDA) on the supercritical CO₂ (scCO₂)-induced de/carboxylation reaction. The results showed that CBD was directly carboxylated in the ortho-position to form CBDA with up to 62% conversion. Meanwhile, CBDA decarboxylation occurred on hemp plant material via varying composition. Mechanistic studies revealed that CBD carboxylation was influenced not only by the physical properties of scCO₂, but also by the vegetable matrix.

Keywords: Supercritical CO2 (scCO2); cannabidiol (CBD); cannabidiolic acid (CBDA); carboxylation; decarboxylation.