Continuous-Flow Synthesis of Δ 9 -Tetrahydrocannabinol and Δ 8 -Tetrahydrocannabinol from Cannabidiol

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 c...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 88; no. 9; pp. 6227 - 6231
Main Authors Bassetti, Benedetta, Hone, Christopher A, Kappe, C Oliver
Format Journal Article
LanguageEnglish
Published United States 05.05.2023
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Summary: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 (-)- -Δ -tetrahydrocannabinol and (-)- -Δ -tetrahydrocannabinol.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00300