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Author: Subject: Grignard, Super-Hauser Base sub/elim vs metalation
pomegranate
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[*] posted on 8-3-2019 at 23:07
Grignard, Super-Hauser Base sub/elim vs metalation


please, someone say something. if there is an unsubstituted phenol or indole ring attached to a structure that has a COOH group attached off of it, what do you think of the preferred reaction direction? 2,5 phenol/ 2,5 indole metalation AND/OR OH substitution with HNR’R”
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pomegranate
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[*] posted on 8-3-2019 at 23:31


oh, i just found out “new subject”, or whatever i clicked, meant a new thread.

i was wondering about turbo-hauser bases

i know that some people here are interested in and research Grignard reagents.

https://www.sciencemadness.org/whisper/viewthread.php?tid=14...

if meta-toluic acid was reacted with Et2NMgCl•LiCl in THF ;
would it yield N,N-dimethyl-meta-toluamide ?

“Typically Turbo-Hauser bases are prepared by reacting an amine with a Grignard reagent or by mixing a lithium amide with stoichiometric amounts of MgCl2.”
equation :

RMgCl•LiCl + R’2NH —(THF, -RH)—> R’2NMgCl•
LiCl <—(THF)— MgCl2 + R’2NLi

theoretically and mostly logical assumption of;
Et2NMgCl·LiCl, iPr-Turbo-Hauser base in THF



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[Edited on 9-3-2019 by pomegranate]

[Edited on 9-3-2019 by pomegranate]

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