A mixture of 10.0 g (0.037 mol) of d-lysergic acid in 500 ml of dry dimethyl formamide (DMF), under argon, was treated with 9.0 g of carbonyl diimidazole and stirred at room temperature for 1 hour. The reaction was then treated with 38 ml of diethylamine and stirred at room temperature overnight. The reaction was concentrated under reduced pressure. The residue was taken up in 500 ml of methylene chloride and washed with 500 ml of water. Insoluble material was removed by filtration and the layers were separated. The organic portion was washed with 250 ml of saturated brine solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was chromatographed on 800 g of silica gel using 3% methanol in methylene chloride to yield 9.0 g (75%) of d-lysergic acid diethylamide (LSD) as a light brown amorphous solid after evaporation of the solvents.
Patent US2003013131 (http://l2.espacenet.com/dips/viewer?PN=US2003013131&CY=gb&LG=en&DB=EPD)
So - how true is each statement by Shulgin here: Post 322099 (https://www.thevespiary.org/talk/index.php?topic=12786.msg32209900#msg32209900)
(Rhodium: "lumi/iso-LSD", Tryptamine Chemistry)
Running your name through TFSE, restricted to posts between 04/2000 and 02/20021, using either "light", "sensitive", "uv", "lsd", "lysergic", or even "http" (if you had posted a link) as keywords gave no results... Could you help out?
[1] In April 2000, you "thought" that light sensitivity was overrated - Post 127086 (https://www.thevespiary.org/talk/index.php?topic=12958.msg12708600#msg12708600)
(Lilienthal: "Re: LSA and heat", Tryptamine Chemistry) - and in February 2002 you knew it for a fact - Post 273556 (https://www.thevespiary.org/talk/index.php?topic=12767.msg27355600#msg27355600)
(Lilienthal: "Re: trouble getting yields for LSD", Tryptamine Chemistry) - so you must have posted the refs inbetween...
LSD is an unusually fragile molecule and some comments are in order as to its stability and storage. As a salt, in water, cold, and free from air and light exposure, it is stable indefinitely. There are two sensitive aspects of its structure
I was under the impression that the light warnings on some clandestine writeups were later written off here in the forums as referring to relatively small amounts, or degradation over a fairly long period of time.
As far as these patent writeups simply assuming that light degradation of lsd is COMMON KNOWLEDGE, I dont buy that one. It may not be thier responsibility to include substance properties charts if the degradation is not as quick as was previously thought before, but if indeed the degradation is so fast that it seriously effects yields and fucks the entire goal of the patent up, it would be common sense that they would include at least some words on epimerization/light deg.
Also, bear in mind that lsd-025 is/was one of the dirtiest drugs that people would repeatedly pay for IMO.
dude no offense, but thats the kind of comment that belongs on the couch...i dare you to make that implication that lsd is "dirty" hold as much water as a paper towel. its fine if you dont like the high but saing that its "dirty" implies that theres physiological side effects or, even worse, leftover contaminants from synthesis (thats completely rediculous, lest your nieghborhood dealer cut it post synthesis).
J Anal Toxicol 1998 Oct;22(6):520-5 (Medline (PMID=9788528) (http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=9788528&dopt=Abstract)
)
Stability study of LSD under various storage conditions.
Li Z, McNally AJ, Wang H, Salamone SJ.
A controlled study was undertaken to determine the stability of LSD in pooled urine samples. The concentrations of LSD in urine samples were followed over time at various temperatures, in different types of storage containers, at various exposures to different wavelengths of light, and at varying pH values. LSD concentrations were measured quantitatively by the Abuscreen RIA and by HPLC using a fluorescence detection method. Good correlation was observed between the immunoassay and the fluorescent integrity of the LSD molecule. Thermostability studies were conducted in the dark with various containers. These studies demonstrated no significant loss in LSD concentration at 25 degrees C for up to 4 weeks. After 4 weeks of incubation, a 30% loss in LSD concentration at 37 degrees C and up to a 40% at 45 degrees C were observed. Urine fortified with LSD and stored in amber glass or nontransparent polyethylene containers showed no change in concentration under any light conditions. Stability of LSD in transparent containers under light was dependent on the distance between the light source and the samples, the wavelength of light, exposure time, and the intensity of light. After prolonged exposure to heat in alkaline pH conditions, 10 to 15% of the parent LSD epimerized to iso-LSD. Under acidic conditions, less than 5% of the LSD was converted to iso-LSD. We also demonstrated that trace amounts of metal ions in buffer or urine could catalyze the decomposition of LSD and that this process can be avoided by the addition of EDTA. This study demonstrates the importance of proper storage conditions of LSD in urine in order to insure proper analytical testing results over time.
"Table II illustrates that fluorescent light can cause decommposition of LSD in transparent containers when they are placed in close proximity [15 cm] to the light source. Under these conditions, the half-life of LSD was approximately 4 weeks. As the distance between the source of fluorescent light and the samples increased, the percent of LSD decomposition decreased. The results demonstrate that LSD can withstand normal room light conditions at a constant temperature of 25°C for 1 week without noticeable structural change."
As mentioned in Post 415643 (https://www.thevespiary.org/talk/index.php?topic=12738.msg41564300#msg41564300)
(Lilienthal: "LSD is not that light sensitive as you might think", Tryptamine Chemistry)
Scans made available by FreakyDMT, thanks!
Stability study of LSD under various storage conditions
Li Z, McNally AJ, Wang H, Salamone SJ.
J. Anal. Toxicol. 22(6), 520-5 (1998) (https://www.thevespiary.org/rhodium/Rhodium/pdf/lsd.storage.stability.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/lsd.storage.stability.pdf)
http://www.google.com/search?q=sn1+mechanism (http://www.google.com/search?q=sn1+mechanism)