January 11, 2025, 09:59:56 AM
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Topic: react a phenacyl bromide derivative with a thiol derivative in MeoH/NaoH  (Read 3736 times)

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Offline GSR

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Hi,

I am trying to react  a phenacyl bromide derivative with a thiol derivative  in MeoH/NaoH, the reaction did not took place even after 6 hrs (as it should happen ), can anybody suggest any alternative and/or quick method to this kind of reactions.

thanks in advance

GSR
« Last Edit: January 21, 2006, 11:24:56 PM by Mitch »

Offline movies

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Re:Reaction Help
« Reply #1 on: January 21, 2006, 10:58:44 PM »
Ummm, that would react with the methanol solvent first!  If you want to acylate a thiol, you should go for a non-nucleophilic solvent (methylene chloride is good choice) and a non-nucleophilic base like triethylamine or pyridine.  If it's still sluggish, then you can use a catalyst like 4-(N,N-dimethylamino)pyridine (a.k.a. DMAP).

This reaction shouldn't take more than about 12-24 hours at the very most unless something fishy is going on.

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