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. 2023 May 5;88(9):6227-6231.
doi: 10.1021/acs.joc.3c00300. Epub 2023 Apr 4.

Continuous-Flow Synthesis of Δ9-Tetrahydrocannabinol and Δ8-Tetrahydrocannabinol from Cannabidiol

Benedetta Bassetti  1 , Christopher A Hone  1   2 , C Oliver Kappe  1   2
Affiliations

Continuous-Flow Synthesis of Δ9-Tetrahydrocannabinol and Δ8-Tetrahydrocannabinol from Cannabidiol

Benedetta Bassetti et al. J Org Chem. .

Abstract

A challenging step in the preparation of tetrahydrocannabinol analogs is an acid-catalyzed intramolecular cyclization of the cannabidiol precursor. This step typically affords a mixture of products, which requires extensive purification to obtain any pure products. We report the development of two continuous-flow protocols for the preparation of (-)-trans-Δ9-tetrahydrocannabinol and (-)-trans-Δ8-tetrahydrocannabinol.

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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Figure 1
Figure 1
Kinetic fitting and reaction profiles under different acidic conditions.
Scheme 1
Scheme 1. (a) Solid-Supported Flow Configuration and (b) Two-Feed Flow Configuration
See this image and copyright information in PMC

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