CBD > D8/D9 Mechanics (New Paper)

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

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Toluene ptsa room temp 48 hours

82%d9 11% d8 according to the paper

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Sweet post, thank you KOTK

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82% is decent. Was the remaining 7% unreacted?

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Not sure, they were looking for d8,d9,d8isothc, and this other iso thc. Its not one of those

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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.

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48 hours gave 82% d9 11% d8, 96 hours yielded 9% d9 89% d8

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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!

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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 :smiley:

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His d8 sop use hexane

I have a copy of it

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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.

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fucking nice find man, thanks!!!

Reminds me if publishing in grad school… reproducible? Maybe! Carefully controlled conditions? Sometimes!

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From isolate ? What purity is the starting material?

thats from high purity cbd isolate?

10.1021@acs.jnatprod.0c00436.pdf (1.9 MB)

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Thanks for the link. Note the paper’s “received” date was April 20… :laughing:

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don’t tell me this wasn’t intentional

tasteful artwork too:

Screenshot 2020-10-05 at 23.41.26

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