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- W2079554096 abstract "Cross-coupling of 3,5-dimethoxybenzyl bromide and 4-buten-magnesium bromide in presence of Li2CuCl4 afforded 1-(3,5-dimethoxyphenyl)-4pentene. Demethylation of the latter by methylmagnesium iodide in xylene gave rise to 4′,5′-dehydro-olivetol. The latter, condensed with trans-p-mentha-2,8-dien-1-ol in the presence of either boron trifluoride etherate or p-toluenesulfonic acid, gave 4′,5′-dehydro-Δ9- and Δ8-THC respectively. 4′,5′-dehydro-Δ8-THC was also obtained by isomerization of 4′,5′-dehydro-Δ9-THC. Catalytic selective reduction of these precursors with deuterium or tritium, in the presence of tris(triphenylphosphine)rhodium chloride, afforded Δ9-THC-4′,5′,-2H or Δ9-THC-4′,5′-3H (50 Ci/mMole) and Δ8-THC-4′,5′-2H or Δ8-THC-4′,5′-3H (56 Ci/mMole)." @default.
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- W2079554096 date "1977-01-01" @default.
- W2079554096 modified "2023-10-18" @default.
- W2079554096 title "Synthese de Δ8 et Δ9 - tetrahydrocannabinol deuteries et trities" @default.
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- W2079554096 doi "https://doi.org/10.1002/jlcr.2580130316" @default.
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