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iloveloli
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[*] posted on 13-12-2015 at 19:34
making Bibenzyl

i want to use this to make lefetamine
can i use 1,2-Dibromoethane and benzene in alcl3
to make Bibenzyl?
i don't know if it will become 1,1-diphenylethane
or
are there have another way to make lefetamine
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clearly_not_atara
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[*] posted on 13-12-2015 at 21:29


That won't work most likely -- you'll either get 2-bromoethylbenzene, or polyalkylated rings, depending on the ratio of reactants. In particular dibenzo[a,e]cyclooctadiene is a possibility.

Also drug synthesis is not allowed.
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CuReUS
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[*] posted on 14-12-2015 at 10:41


Quote: Originally posted by iloveloli  

can i use 1,2-Dibromoethane and benzene in alcl3
to make Bibenzyl?

yes,it is possible


[Edited on 14-12-2015 by CuReUS]
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Nicodem
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14-12-2015 at 11:35
MeshPL
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[*] posted on 26-12-2015 at 09:04


But how do you plan to convert bibenzyl to lefetamine? I don't mean it is impossible, but not very easy or straightforward. Chlorinate/brominate benzylic carbon, than do nucleophilic substitution with dimethylamine? Oxidate it to ketone, than do reductive amination? I wonder, whatnis the best way.
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fluorescence
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[*] posted on 28-12-2015 at 10:49


Yep this Synthesis has been done that way:

http://nopr.niscair.res.in/bitstream/123456789/9157/1/IJCB%2...

On the first and second page.
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JJay
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[*] posted on 28-12-2015 at 11:16


Quote: Originally posted by clearly_not_atara  
That won't work most likely -- you'll either get 2-bromoethylbenzene, or polyalkylated rings, depending on the ratio of reactants. In particular dibenzo[a,e]cyclooctadiene is a possibility.

Also drug synthesis is not allowed.


While lefetamine is a controlled substance in the USA, it is only Schedule IV and is uncontrolled in many jurisdictions.
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[*] posted on 28-12-2015 at 22:46


Quote: Originally posted by MeshPL  
But how do you plan to convert bibenzyl to lefetamine? I don't mean it is impossible, but not very easy or straightforward. Chlorinate/brominate benzylic carbon, than do nucleophilic substitution with dimethylamine? Oxidate it to ketone, than do reductive amination? I wonder, whatnis the best way.

If one chooses the starting substrate wisely,one can get the desired compound in a single step,possibly with enantioselectivity.
The OP's post is a good example where poor selection of starting compound complicates a simple synthesis.
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