Lem2
(Stranger) 05-12-01 18:47 No 193908 |
Urushibara Catalyst for DIPT | Bookmark | ||||||
Ok, if you started out w/ tryptamine in a resonably pure form, would an STP Urushibara Catalyst reaction be an adequate reducing environment to run something like a TIHKAL #47 'cept w/ twice the acetone? TIHKAL #47: "The crude N-methyltryptamine obtained above (which can be substituted with 1.20 g of pure NMT) was dissolved in 50 mL ethanol, treated with 1.0 mL acetone, then with 0.5 g 10% Pd/C, and the reaction mixture shaken under a hydrogen atmosphere at 50 psi for 15 h. The catalyst was removed by filtration through a bed of Celite, the filtrate was stripped of solvent under vacuum, and the solid residue recrystallized from Et2O/hexane to give 0.93 g N-methyl-N-isopropyltryptamine (MIPT) which had a mp 82-83 °C. Fom the benzyloxycarbonyltryptamine, yield was 56%. From NMT the yield was 62% of theory. Anal: C14H20N2. C,H,N. MS (in m/z): C5H12N+ 86 (100%); indolemethylene+ 130 (10%); parent ion 216 (2%). Efforts to isopropylate NMT with an excess of isopropyl iodide in isopropanol gave a 51% yield of a distilled product that did not crystallize." |
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Rhodium (Chief Bee) 05-13-01 05:42 No 194011 |
Re: Urushibara Catalyst for DIPT | Bookmark | ||||||
At first (from tryptamine and acetone) N-isopropyltryptamine would form. I think that molecule is too sterically hindered to adequately form the imine with another molecule of acetone and be reduced by H2 (at least in good yields). I hope you can prove me wrong. http://rhodium.lycaeum.org |
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Lem2 (Stranger) 05-13-01 14:04 No 194098 |
Re: Urushibara Catalyst for DIPT | Bookmark | ||||||
Do you think elevated pressures would help w/ that? I kinda wanted to stay away from pressurized reactions, but I think I could rig something up if needed. hmm... how pH sensitive is Tryptamine? Maybe you could get the Urushibara catalyst ready as usuall, but place enough HCL/Al foil in it at the same time to create the theoretical amount of hydrogen. Then you could seal it up really quickly in a pipe bomb of some sort. Prolly no a good idea w/ larger quantity's but, a little explosion never hurt anyone! |
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