SWIM got this over from drugs-forum but thought it was important for people on these boards to see it. one poster argues that the reaction to LSH will not occur without other catalyts but SWIM thinks that since there is such a miniscule amount in a dose of LSA that the comparatively large amount of acetaldehyde, that at least
some LSA will be converted to LSH and some is better than nothing, thats why it is sometimes difficult for some to tell the difference between what they assume to be LSH and LSA.
This was another poster's argument that reaction will not occur...
by TheBadMan
In searching through patents I have not found one that documents a synthesis of LSH. The method for obtaining LSH from C. purpurea cultivation appears to be commonly used by Farmaceutici (Italy) and is described in US patent #3060104.
I could not find an example of LSH synthesis. Related alkanolamides were synthesized by preparing a mixed anhydride by condensation of lysergic acid with trifluoroacetic acid. For example, US patent #2997470 to Eli Lilly describes the preparation of the l-valinol amide of d-lysergic acid and d-lysergic acid N-1,1-dimethylethanolamide. For the amide of l-valinol, 2-amino-3-methylbutan-1-ol (valinol) is added to the mixed anhydride which is in acetonitrile solution. Similarly, the other alkanolamide is formed by reaction of the acetonitrile solution of carboxylic acid derivative (the mixed anyhydride) with 2-amino-2-methylpropan-1-ol (an aminoalcohol).
In a hypothetical reaction of acetaldehyde with lysergic acid amide (ergine), the amide moiety is already connected to the ergoline backbone, so the acetaldehyde needs to be attacked by the amide nitrogen. These reactions are substantially different. The patented process involves preparing an activated carboxylic acid derivative (the mixed anhydride) for attack by an amine (the aminoalcohol). Acetaldehyde and lysergic acid amide would require a reaction between the carbonyl carbon and an amide nitrogen, neither of which will be quite as activated towards each other as in the patented process. I suspect that other sites on lysergic acid amide would be more likely to attack the carbonyl carbon of acetaldehyde, but I doubt an alkanolamide would form.
here's the post SWIM made about it...
by Desertfox
LSA
Acetaldehyde
Once the acetaldehyde is protonated, it tautomerizes to its enolate form. the Nitrogen from LSA then forms a bond with that carbonyl carbon of the enolate and loses a proton, to produce LSH.
LSH
SWIM believes that the new functional group leads the structures increased psychedelic effects. You can tell from the structures that LSH resembles LSD more so than LSA resembles LSD. Thats all swim meant, sorry for the confusing typo about LSH being more psychedelic than LSD, that is not true.
SWIM also knows that the reaction will not occur so easily as it does on paper, for the reasons stated by thebadman. But since it is theoretically more psychedelic than LSA it would make sense for someone to mix it with peppermint Tea in the hopes that a few molecules undergo reaction, and the LSA that does react will remain unscathed and still have its effects. Since a dose is such a minute amount it is possible enough will react, that increase in effects may be noted. So in other words it won't hurt. Using the peppermint Tea will only increase your chances of having a blast, unless of course there is a lot of chlorine in the water you used for the tea, then SWIY is fucked.
Oh and here's LSD so you can compare the functional groups on the nitrogen...
LSD
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