chloride
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Sesamol to 1,3-benzodioxole
Hello everyone.
Can sesamol (1,3-benzodioxole with an added OH) be converted to 1,3-benzodioxole by refluxing with zinc dust or another method? As if changing phenol
to benzene? Or would this destroy the bridged oxygens?
Alternatively, is it possible to replace the OH in sesamol with bromine?
Cheers
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chloride
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Would addition of tosylate remove the OH and make a better leaving group?
Or could the OH be protonated by HBr into a H20 leaving group and have the Br- from the acid as the nucleophile?
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Nicodem
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Thread Moved
3-3-2014 at 13:22 |
zaltar
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This is what im intresting too, I think you have to make it with a lewis acid (ZnCl2) and anhydrous HCl ( gassing with NaCl and H2SO4 ), im almost
think it works, yust try and we wil see z@Z 
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CuReUS
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this thread will clear all your "doubts" 
https://www.thevespiary.org/rhodium/Rhodium/Vespiary/talk/in...
| Quote: | | Can sesamol (1,3-benzodioxole with an added OH) be converted to 1,3-benzodioxole by refluxing with zinc dust |
that is an interesting question.actually I never really understood the details of that reaction.do we react the phenol with Zn dust only or something
else also
I found an incomplete sentence but when I went to that site I cant find the full sentence
go to the last site on this page
https://www.google.co.in/?gfe_rd=cr&ei=1ZmqVK_yLdDM8gfxm...
this is the incomplete sentence
"A benzene ring is often shown with a circle inside a hexagon (in American texts) ...... diazonium ion at 0–5°C. Above 5°C, it will decompose to
give phenol and N2. .... or it can be performed using zinc dust in a solution of either heated ethanol or ...... " 
[Edited on 5-1-2015 by CuReUS]
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