10.1021@acs.jnatprod.0c00436.pdf (1.9 MB)
https://doi.org/10.1021/acs.jnatprod.0c00436
Thank me later
Pure d8 sythesis and high d9 sythesis
Also shows the mechanics for d8 iso thc and the other weird iso thc
10.1021@acs.jnatprod.0c00436.pdf (1.9 MB)
https://doi.org/10.1021/acs.jnatprod.0c00436
Thank me later
Pure d8 sythesis and high d9 sythesis
Also shows the mechanics for d8 iso thc and the other weird iso thc
Thanks fam
Looks like camphorsulfonic acid is gonna be a hot commodity pretty quick
61% yield isn’t that great though
Maybe they’ll figure out how to get that higher
One of the catalysts yielded 82% d9 11%d8
Toluene ptsa room temp 48 hours
82%d9 11% d8 according to the paper
Sweet post, thank you KOTK
82% is decent. Was the remaining 7% unreacted?
Not sure, they were looking for d8,d9,d8isothc, and this other iso thc. Its not one of those
I need to get my ACS journal access again…
Do you know what wt. % of pTSA they used relative to CBD?
Also, it looks like 24 h, RT, pTSA gave 82% 9 and 11% d8… 48 h shifted the reaction to the more stable d8.
48 hours gave 82% d9 11% d8, 96 hours yielded 9% d9 89% d8
2 mol per 1 mol CBD. Totally nuts if you ask me.
Also sadly, no direct comparison is possible between Table 2 entries 5 and 6, because they doubled the reaction time for the latter. Super annoying!
I was just reading the image you posted. So 24 h + 24 h yielded the predominantly 9 weighted sample?
pTSA·H2O-Catalyzed Reactions (Table 2).
Conditions (Table 2, entry 5): CBD (318 mg, 1 mmol); solvent, anhydrous toluene (5 mL); T = RT; pTSA·H2O (386 mg, 2 mmol); reaction time, 48 h. Yields: Δ9-THC, 262 mg (82%); Δ8-THC, 34 mg (11%).
Wasn’t it @Photon_noir that was talking to @Roguelab about p-TSA in alkanes at RT?
Ah, yes:
So he had it figured out for a while already. That’s it for your SOP now, @Photon_noir
His d8 sop use hexane
I have a copy of it
Shouldn’t make much of a difference, RT is RT.
I think it should be possible to cut down a lot on the p-TSA when replicating this
if using anhydrous p-TSA and rigorously drying the solvent.
fucking nice find man, thanks!!!
Reminds me if publishing in grad school… reproducible? Maybe! Carefully controlled conditions? Sometimes!
From isolate ? What purity is the starting material?
thats from high purity cbd isolate?