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Hashish VI1: Conversion of (-)-Δ1(6)-Tetrahydrocannabinol to (-)-Δ1(7)-Tetrahydrocannabinol. Stability of (-)-Δ1 and (-)-Δ1(6)-Tetrahydrocannabinols

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Zusammenfassung

Die Synthese von (—)-Δ1(7)-Tetrahydrocannabinol (THC) auf (—)-Δ1(6) wird beschrieben. Das Hauptprodukt der oxidativen Zerstörung von (—)-Δ1-THC ist Cannabinol. Beschleunigte Versuche der Luftoxidation von (—)-Δ1-THC und (—)-Δ1(6)-THC haben gezeigt, dass das letztere beständiger ist. Dieser Unterschied kann mit der Reaktivität des C3-benzylisch-allylischen Wasserstoffes in (—)-Δ1-THC erklärt werden.

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References

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  10. The stability of2 at 25°C was studied by placing 0.15-ml aliquots of a hexane solution (4.0 g (—)-Δ1-THC/12 ml hexane) onto glass microscope slides and exposing the resulting smears to air and light at ambient temperature under normal laboratory conditions. At specific intervals the samples were extracted into CCl4 and analyzed by GLC.

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  13. The apparent increase at 60°C in percent (—)-Δ1-THC between days 1 and 10 is ascribed to experimental error in the analytical procedure.

  14. Acknowledgment: This work was supported by National Institute of Mental Health Contract No. PH-43-68-1340.

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Author notes

  1. R. K. Razdan & B. A. Zitko

    Present address: John C. Sheehan Institute for Research, 767R Concord Avenue, 02138, Cambridge, Massachusetts, USA

Authors and Affiliations

  1. Arthur D. Little, Inc., 02140, Cambridge, Mass., USA

    R. K. Razdan, A. J. Puttick, B. A. Zitko & G. R. Handrick

Authors
  1. R. K. Razdan
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  2. A. J. Puttick
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  3. B. A. Zitko
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  4. G. R. Handrick
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Razdan, R.K., Puttick, A.J., Zitko, B.A. et al. Hashish VI1: Conversion of (-)-Δ1(6)-Tetrahydrocannabinol to (-)-Δ1(7)-Tetrahydrocannabinol. Stability of (-)-Δ1 and (-)-Δ1(6)-Tetrahydrocannabinols. Experientia 28, 121–122 (1972). https://doi.org/10.1007/BF01935704

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  • DOI: https://doi.org/10.1007/BF01935704

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