Synthesizing Ariadne in Alexander Shulgin's Lab
Added 2025-08-20 20:26:07 +0000 UTCLast fall, The Shulgin Foundation invited me to film the synthesis of some compounds in Alexander Shulgin's lab in an effort to teach the public about about Shulgin's chemistry. Over two days I filmed the synthesis of ariadne and DiPT (still unfinished) and made this short doc about the experience. The final proton NMR is posted after the end credits, yield of the recrystallized HCl salt was about 80%. I plan to reupload with some adjustments to the sound mix (and possibly update the diagrams) in the coming days, but wanted to share this with everyone as it seems some people are getting impatient for a release. I will release a shortened version of this piece on YouTube in the coming months as well, but this production was partially paid for with funds from the Patreon so I wanted to give you all the first look!
Comments
Concluding it with being outside at night with you walking off screen and the view of Lafayette in the background was perfect.
Edjusted
2026-01-05 06:55:23 +0000 UTCLovely to watch!
Dave Wright
2025-12-17 21:14:58 +0000 UTCOmg so lucky but also so deserving the fact you were in such awesome inspiration and awareness of the god father himself absolutely beautiful vid ❤️ thank you hamilton jah bless brother!! I traveled around the country hitchhiking and trainhopping id be honored to share some of my affirming experiences regarding "god" or something omnipotent that blessed me through my travels i know you dont consider yourself spiritual but id love to share some of my experiences and see if you could make sense of them other than divine intervention lol much love
joshua faver
2025-12-02 18:02:56 +0000 UTCThe little LAH fire was cool! That stuff is intimidating
Geof Sawaya
2025-10-22 17:10:02 +0000 UTCYes, you're right. When I said aggressive style I was referring to his use of more LAH equivalents and longer reflux times, particularly with glyoxylamides, not his method of substrate addition which (as you said) would have either been an addition funnel or a soxhlet. I have done hundreds of these additions and adding the substrate with an addition funnel is *definitely the norm* and recommended, particularly on a larger scale. I often don't reflux LAH reductions of PEAs and get high yields with gentle warming to around 30ºC, but it depends on the scale and the specific substrate. This one wasn't refluxed, only warmed slightly for about 24 hours, that's why no reflux condenser.
Hamilton Morris
2025-10-09 15:57:52 +0000 UTCVery nice short film, it looks amazing. In regards to Shulgin's "aggressive style", I'm a little confused. The procedure in PiHKAL in regards to Ariadne calls for bringing the THF to reflux, and then dropwise addition of the nitrostyrene diluted in plenty THF. In the video, you show what seems more akin to a rock'n'roll, dump&run-style synthesis. Not even a reflux condenser. Honestly, if I didn't know any better, I'd guess this was the first time you'd run a LAH reduction. Do you know something we don't know? I haven't checked every PiHKAL procedure, but I can't remember it ever suggesting adding all the nitrostyrene at once. Some procedures even call for the quite clever Soxhlet-style slow addition. But maybe Shulgin in reality used quite different conditions than he published (and of course not all procedures in PiHKAL&TiHKAL are by Shulgin). With some of his procedure it seems to me like he was a maniac trying to make as many compounds as possible before anyone would stop him, not being concerned with great yields or elegant chemistry, but that it worked and "bist du nicht willig, so brauch' ich Gewalt". This remark is not to question your competence, by the way, I'm genuinely curious. I know if I was standing in that particular lab I'd fumble weighing out a solid and break a Schlenk line in the process, and that's without camera. Very grateful for you bringing this chemistry to us, and with such an amazing compound no less. By the way, a friend of you had once made a nice little movie called "a delightful DMT synthesis" - do you know why they took it off YouTube eventually? It seemed like a very nice little project.
Hippo
2025-10-09 03:30:24 +0000 UTC♥️
Stefan Scheffer
2025-09-28 01:20:36 +0000 UTCAmazing work and a beautiful film! I would think a proper synthesis in that lab would require some self experimentation, but with the level of joy you appear to be experiencing, it would have been hard to discern an antidepressant effect!
Hank
2025-09-15 23:46:09 +0000 UTCThis was really lovely and has greatly cheered me.
Meek
2025-09-10 18:34:21 +0000 UTCThis venture must have been a magnificent trip down nostalgia lane for you. It was only appropriate you followed Sasha's LAH reduction protocol for the synthesis, rather than wimping out with milder conditions. I wouldn't expect anything less from someone who is a cliff side rock climber! You could have even added a muh aaah aaaaah evil laugh at the end and it wouldn't have been cheesy in the least. We'll apply for a pardon if you're prosecuted for committing manslaughter against one of Sasha's pet spiders!
ab irato
2025-09-07 00:07:21 +0000 UTCThis is beautiful Hamilton! I noticed Keeper Trout in the special thanks! Oh my god I'd love to hear a full cactus nerd-out Pod with Keeper Trout!
Aidan
2025-09-03 14:47:59 +0000 UTC}{ Time to wash some stuff… Carry on }{
Pvt. Idaho
2025-09-03 09:10:28 +0000 UTCBeautiful❤️ I wish you'd gotten the re-x of the nitrobutene a little more clearly, but it's been a privilege watching you present chemistry again dude
Oli
2025-09-02 01:15:31 +0000 UTCFantastic truly bravo! The excitement at the end was palpable 👏👏👏👏
Grichy
2025-09-01 16:04:30 +0000 UTCWe really enjoyed this piece. Thank you. The music accompanying the film was excellent as well.
Mike
2025-08-29 12:01:04 +0000 UTCThis was so beautiful and heartwarming, a touching synthesis 🥂
Drew LaBarre
2025-08-27 19:32:08 +0000 UTCDaddy long legs?!
Michael Egger
2025-08-27 13:11:42 +0000 UTCAriadne was a fantastic choice. Imagine what a kick Sasha would get from seeing others continue the work in his special space. He would probably be so stoked on this.
Dylan
2025-08-27 04:58:16 +0000 UTCThis was genuinely amazing. Makes me so excited to study chemistry
Aidan Lam
2025-08-26 23:23:05 +0000 UTCPersonally I like Patreon a little better as far as apps go 😏 Seriously though, all of them--just flick your thumb and watch it scroll fast like a casino game and randomly click and there's a good one 👆🏼
5hydroxytryptameme
2025-08-25 19:46:07 +0000 UTCCheers Sir Hamilton. Newly subscribed to the patron. Very much looking forward to both what's coming and also getting to go through the archived shows! Would anyone recommend a couple MUST LISTEN FIRST Episodes? Appreciate it. Truly
Kris Martinez
2025-08-25 08:17:40 +0000 UTCBeautiful man, thank you for including us on this journey.
Chase Ammons
2025-08-24 19:16:54 +0000 UTCBrilliant! 🥹 well done Hamilton, and thanks for another peek into this mesmerizing lab 🥼 🧪 🧫
Marta
2025-08-24 07:29:49 +0000 UTCSo fun to watch! Thanks!
Bryan Burris
2025-08-23 22:47:03 +0000 UTCOh my god, please never stop. You might be the only person that makes genuine intellectually stimulating, enjoyable, worthwhile content. Everything else is a waste of time. ❤️
Isaac Anastas
2025-08-23 22:04:15 +0000 UTCI love this so much!
Cole
2025-08-23 19:51:42 +0000 UTCI forgot how much I needed Hamilton whisper explaining things i don't fully understand in my life
avery maynard
2025-08-23 14:03:46 +0000 UTCI am very interested in the deracemization using biocatalysis (stereoselective imine reductase or amine oxidase). I believe computationally-designed enzymes are the next frontier in asymmetric synthesis. Thanks for sharing!
John Billingsley
2025-08-23 13:37:06 +0000 UTCOk. 1. Paul looks awesome in that lab coat 2. Congratulations on this milestone. This is amazing and thank you for sharing this 3. Please get back to me when you can, I sent you a message awhile ago. I’d love to talk to you about my experiences at the lab thus far. I recently did a small personal project with Dr Daley and I’d love to tell you about it. This was so satisfying to watch on so many levels. As always, your work makes me really happy and thank you for sharing it with us all.
Etienne Atlan
2025-08-23 00:33:12 +0000 UTCI would have paid attention in chemistry class in high school if I had access to this content . Nice work- very cool to see it all in action.
rottogrotto
2025-08-22 18:11:44 +0000 UTCI'm so excited for more of the upcoming video content. The podcast is already brilliant and this is so well shot. Cheers Hamilton! Appreciative for your work.
Shaun
2025-08-22 14:20:15 +0000 UTCPretty sure it was EtOAc with ~10% EtOH and ~1% TEA
Hamilton Morris
2025-08-22 06:08:11 +0000 UTCHe shoots and he scores!
Sean Qualischefski
2025-08-22 04:28:11 +0000 UTCI've been to the lab years ago at one of Sasha's 4th of July celebrations. This brings tears to my eyes. The lighting and cinematography are just wonderful!
Skogel
2025-08-22 04:17:22 +0000 UTCThanks for the video release Hamilton, I loved it. What a funny coincidence that I made some Ariadne this month out of curiosity. Can you tell us what solvent system you used for your TLCs in this video?
SoStupendous
2025-08-22 03:02:55 +0000 UTCThe shot of your parents is great. Love the music choice. Hope you allowed yourself to revel in some of the preciousness! I can only imagine how wild/cool/emotional that might've felt! ❤️❤️❤️
mia
2025-08-22 00:57:56 +0000 UTCThank you Hamilton this was a great video, I was wondering about the ratios of 1-nitropropane to the (2,5) compound, in Pihkal it looks like Sasha used significantly less nitropropane, I’m curious to know why you used more? Also if I did my math correct I thought it would be about 49.5mL of nitropropane to 10g of (2,5) for 10 eq, it looks like you used a little over 40mL. Thank you, I’m looking for constructive feedback 👍
Felix Ramirez
2025-08-22 00:46:12 +0000 UTCThose subaseals are looking a little sad lol
Thor Correia
2025-08-21 23:56:07 +0000 UTCAll this equipment is highly standard. Most expensive thing is the rotovap which usually run 2-5k ish.
M
2025-08-21 22:55:58 +0000 UTCDaddy long legs are good luck
M
2025-08-21 21:46:14 +0000 UTCThis is amazing content. Thank you Hamilton!! Can't wait to shake your hand. 🤝
M
2025-08-21 21:44:48 +0000 UTCWoah! This is so epic!!!!!!!
M
2025-08-21 21:44:25 +0000 UTCThere are none
Hamilton Morris
2025-08-21 18:14:37 +0000 UTCBushy Haired Stranger
2025-08-21 18:04:11 +0000 UTCWhat a great film! I really appreciate and enjoyed in its entirety. So if this compound is non regulated would that also mean it's readily available? If any of you know a RELIABLE vendor to secure a supply for scientific and research purposes? Please share 🙏🏽
Tampasami
2025-08-21 17:49:51 +0000 UTCThe quality of this doc is so good. Cutting edge content.
Anthony Sheredy
2025-08-21 17:29:37 +0000 UTCIt’s the original audio recording from The Nature of Drugs lecture that is the basis of the books. Ann Shulgin’s daughter Wendy Tucker (who runs The Shulgin Foundation) was kind enough to send me the ariadne clips, AFAIK this is the first time the original audio has been made public.
Hamilton Morris
2025-08-21 15:52:03 +0000 UTCThanks, Hamilton!
oliversees
2025-08-21 15:41:21 +0000 UTCYes, we did. See Bristol patent and attached paper
Michael Cunningham
2025-08-21 15:10:41 +0000 UTCI build houses for a living. People are impatient and often want to move in before it’s done. Never works out. Thanks for sharing the bts all the same. Mazel!
Demo Stathis
2025-08-21 13:43:47 +0000 UTCbravo!
Chad Barthalamew
2025-08-21 12:52:38 +0000 UTCI'm not a chemist, I'm an engineer and a psychonaut so I need someone to dumb this down for me How typical is this type of lab setup? Is this highly advanced for an individual? Is it $100k worth of glassware and agitators (or whatever mechanical wizardry you chemists use) Is a lab of this size and style something to be proud of? Can any chemist walk in off the street and how to use the lab? Do chemists have strong preferences for where different things are located? Are there standards? I'm comparing this lab to the video released recently showing the LSD synthesis and what looked like a university chemistry lab Sasha shulgun's lab looks more like what I would expect to see on a Saturday morning cartoon about chemistry My only other frame of reference is breaking bad, I just assume that Pfizer has a lab that looks like that but with more pill presses
Bob
2025-08-21 08:30:50 +0000 UTCWhere does the Sasha Shulgin audio come from?
Peretz Golding
2025-08-21 07:19:32 +0000 UTCThis synthesis yielded racemic Ariadne. Have any studies been done with either of the pure enantiomers to see if they have different effects, or different potencies?
Brian
2025-08-21 07:02:36 +0000 UTCPartially using the automated capture on Adobe Fresco (for the Henry mechanism) Partially using screen recording, every way I tried had problems. Still haven't figured out the best way to do this.
Hamilton Morris
2025-08-21 04:54:36 +0000 UTCHow did you end up doing the animations?
Christopher Fye
2025-08-21 04:08:02 +0000 UTCThe prospect of you filming more of this dedicated chemistry work and continuing the podcast is very exciting.
lab zee
2025-08-21 02:54:29 +0000 UTCariadne… wonderful name. love all the tiny mythologies tucked into Ann and Sasha’s lives. They provided a model of compassionate & animistic precision medicine for the common folk.
Beatrix
2025-08-21 02:11:38 +0000 UTCI wouldn't have expected shulgin to have been storing his chemicals in coffee containers. So cool to see the precursor to my favorite 2c made by the man himself
RF
2025-08-21 01:42:40 +0000 UTCWhat love– so inspiring to see you taking your work in this direction. Thank you
Vincent
2025-08-21 01:16:43 +0000 UTCHamilton, I just wanted to say that I recently watched your father's documentary about the Chicago School of Economics, "Tune out the Noise", and I have to say I found it to be really great. It was beautifully shot, interesting, informative, and it has greatly influenced my current approach to investing for the future.
Cheminterested
2025-08-21 00:11:25 +0000 UTCBrilliant! So good to see you doing this kind of work in front of the camera again.
Cheminterested
2025-08-21 00:09:02 +0000 UTCSo cool!
George Trevor
2025-08-20 23:45:50 +0000 UTCThat was very cool to see! Thank you for filming it!
Noel
2025-08-20 23:37:36 +0000 UTCIncredible video! Seeing the reaction drawn out, with the explanation and music filled me with a wild nostalgia I did not anticipate. I'm a Bio guy, but every time I hear you (or Sasha) talk about chemistry I think that I might actually be a chemistry person. Of course I always end up remembering that chemistry is just math in disguise 🤢. But the point is you are incredibly inspiring in your passion, just as Sasha was. Always stoked to be getting more content from you 🖤
Forrest Norcott
2025-08-20 23:37:19 +0000 UTClove the documentary style content hamilton!
rayah
2025-08-20 23:34:25 +0000 UTCNot playing.
RoseMarie
2025-08-20 23:17:00 +0000 UTCThe public certainly needs more of these kinds of chemistry videos. Well done 👍
Nathan
2025-08-20 23:16:46 +0000 UTCcheck the edit, one of the VO tracks was switched so ham-dog is reuploading a corrected version
mycomagi
2025-08-20 22:11:52 +0000 UTCSorry. Maybe I'm just being dumb, but is there a video here? I only see the three PDFs
Cheminterested
2025-08-20 22:09:46 +0000 UTCBeautiful work on hallowed ground ❤️
Jason Fedor
2025-08-20 21:55:49 +0000 UTCIdk anything about chemistry - what does the daddy long legs have to do with it? Lol
Ruby Mars
2025-08-20 21:46:13 +0000 UTCAbsolutely lovely, masterful work as always
Ben
2025-08-20 21:46:09 +0000 UTCObviously some people enjoy DOM at some doses under some circumstances. If I said "everyone has always hated DOM" that would be an untrue blanket statement, but saying "most people didn't like DOM very much" in reference to use in the 1960s is a generalization reflective of the historical record. I think DOM is OK at low doses, but I found 5mg to be anxiogenic and non-visual. 2C-D is vastly superior as a psychedelic in my experience.
Hamilton Morris
2025-08-20 21:35:16 +0000 UTCThat reminiscent in many ways 💎 Thank you Hamilton 💘
Simon Musimix
2025-08-20 21:04:34 +0000 UTCthis is so epic. thanks for sharing hamilton
rizzler
2025-08-20 21:03:50 +0000 UTC“People don’t like DOM”….untrue blanket statement. DOM in low dose 2mg up to 5mg is well tolerated, even enjoyable. Ted & Sasha both produced high quality DOM. That first street release of DOM in 1967, was unfortunately poorly manufactured in dosage. 30mg of DOM, for the uninformed, uninitiated, those with zero tolerance is a staggering overdose. I do appreciate this presentation.
Bushy Haired Stranger
2025-08-20 21:03:25 +0000 UTCSuper cool share. Thank you.
Alisha Mazur
2025-08-20 20:47:21 +0000 UTCKeeping the spirit of shulgin alive, amazing! Very beautiful film, Shulgin would be happy seeing this.
Greg Shitbox
2025-08-20 20:42:26 +0000 UTCAwesome, can’t wait to visit that lab some day
Keenan Troll
2025-08-20 20:41:10 +0000 UTCMan I want some so bad, I'm gonna have to get to work myself
hashhermit
2025-08-20 20:40:06 +0000 UTCSasha was the real Gandalf. A true wizard! This was great! Soooo, did you ever try it?
Team TJ
2025-08-20 20:37:59 +0000 UTCReally glad to see a nicely assigned 1H.
Thor Correia
2025-08-20 20:36:52 +0000 UTCYou should go on Gobcast <3 https://www.twitch.tv/videos/2543461370?t=00h13m03s
Kaleb
2025-08-20 20:33:32 +0000 UTCThank you Hamilton!
lab zee
2025-08-20 20:33:27 +0000 UTCWowwww yesss!
FiveBinkie
2025-08-20 20:27:52 +0000 UTCWhaaaatt??
WarioGiant
2025-08-20 20:27:16 +0000 UTC