Constituents of cannabis sativa L. An improved method for the synthesis of dl‐cannabichromene | Zendy

Eisohly Mahmoud A. | Zendy; Boeren Edward G. | Zendy; Turner Carlton E. | Zendy

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Constituents of cannabis sativa L. An improved method for the synthesis of dl‐cannabichromene

Author(s) -

Eisohly Mahmoud A.,

Boeren Edward G.,

Turner Carlton E.

Publication year - 1978

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570150441

Subject(s) - chemistry , sodium borohydride , citral , silica gel , toluene , yield (engineering) , cannabis sativa , sodium hydroxide , chromatography , column chromatography , sodium , nuclear chemistry , butylamine , organic chemistry , catalysis , botany , materials science , amine gas treating , essential oil , metallurgy , biology

A new procedure was developed for the synthesis of cannabichromene (III) which involves reflux of equimolar amounts of olivetol (I), citral (II) and t ‐butylamine in toluene for 9 hours. The purification of III was best achieved by sodium borohydride reduction of unreacted II followed by column chromatography on 1% sodium hydroxide impregnated silica gel 60‐PF. The yield of III (62.0%) was much higher than that reported in the literature.

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