Haplophytine
6 October 2009
10,036 views
14 Comments
Okay, I’ve cheated you from a real post – but the Haplophytine story is a good one! I had over 800 items in my Google Reader feed this morning, and I’m sure at least one of them will end out here! In the mean time, check this piece out in Chemistry World.
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Fukumaya of Tokyo University not Tohoku Iniversity…
in the end the haplophytine story was a bit anti-climactic for me.
RIP Jason Altom
I would be surprised if no troll came from under the bridge
Poor Jason Altum
If I were him, I must have given graduate school up.
Why didn’t he do that?
Why did he have to do short cut???
Milkshake loves this though
Gives him something to gossip about
Jason Altum took a short cut because like at every other school like Harvard (e.j. MIT, Berkeley, Stanford, CalTech, Columbia, etc.), most students think their life is their stupid PhD.
Was anyone else amused when EJ was quoted in the C&EN article about the UCLA death? Who could possibly be more concerned about grad student life…
yep
Any recommendations for a AlCl3 work-up with a water soluble product?
I think you are screwed. On a small scale I would try to de-salt the quenched mix with sulfonated ion exchanger resin and then concentrate the mix and run prep HPLC. (You can also try adding 3 eqivs of KF and filter off the AlF3 precipitate – it is very insoluble and does not gel).
Is the product not at all soluble in organic solvents? If it is, you can try stirring with sat. Rochelle’s salt then extracting the aqueous layer with an organic solvent. You can also try stirring with a mixture of hexanes/sat. MgSO4 (10:1 or so) for about 1 h to precipitate all the Al salts, then filter and wash with EtOAc many times.
On a smaller scale quench with alcohols or water works but it must be purified by prep HPLC as the compound is very water soluble and polar. KF sounds promising, Rochelle’s salt decomplexes but recovery is poor. Continuous extraction maybe? I was hoping complexes with a quench of triethanol amine would work out but dealing with the gel ppts is a pain for scale. Thanks for your help.
Quench an Al reaction with alcohols and prep it? Don’t tell the guy servicing the prep you’re doing that as them’s fightin’ words.