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Topic: Synthesis of 1,2,3-tribromobenzene  (Read 31263 times)

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Offline english

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Re: Synthesis of 1,2,3-tribromobenzene
« Reply #30 on: April 30, 2007, 12:31:59 PM »
Not sure about that last step.  An amido group is a moderate activator.  The para position would work, but those two at the meta position...I don't see them working.

This would give you a 1,3,5-tribromo- . 

Offline aleksxxx

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Re: Synthesis of 1,2,3-tribromobenzene
« Reply #31 on: April 30, 2007, 01:04:33 PM »
OK -

Im running outta ideas! How is this??

Offline refid

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Re: Synthesis of 1,2,3-tribromobenzene
« Reply #32 on: April 30, 2007, 01:09:45 PM »

This is aside the point.  Other than those minor things, your syntheses are very creative and do work.  I would prefer them over mine.   ;)

Thanks, Im glad we can discuss those minor things, that way i can learn . :)

Offline english

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Re: Synthesis of 1,2,3-tribromobenzene
« Reply #33 on: April 30, 2007, 01:13:15 PM »
Looks good.  First step you forgot H2SO4.  In the acetylation step, I would use an acyl chloride, but that's just me.

In the diazotization step, use HBr instead of H2SO4, this will allow you to eliminate the need for an additional reagent because your Br- from your diazo salt will come from HBr and will allow for the later Sandmeyer reaction.

You got it.  :)


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