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Topic: 2-iodofluorene synthesis  (Read 4758 times)

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Offline boronic

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2-iodofluorene synthesis
« on: February 07, 2008, 10:03:34 AM »
Hi. I want to synthesize 2-iodofluorene, using iodination reaction of fluorene. I used procedure described in Organic Letters 2001 vol 3 no 13 2005-2007p but unlucky.:( Please help.
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Offline russellm72

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Re: 2-iodofluorene synthesis
« Reply #1 on: February 07, 2008, 10:45:19 AM »
Hi,

I have read the reaction and it seems a simple precipitation...

What exactly did you isolate?

R
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Offline boronic

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Re: 2-iodofluorene synthesis
« Reply #2 on: February 08, 2008, 01:55:46 AM »
Yes, but i dont get precipitate. And TLC control shows only starting material. The reaction mixture is still dark red. I raised temperature to 100oC but still nothing. Maybe the reason cut be periodic acid. Iodine i got from Aldrich.

 
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Offline alphahydroxy

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Re: 2-iodofluorene synthesis
« Reply #3 on: February 08, 2008, 07:53:15 AM »
Just a thought, but have you got the right periodic acid? In the paper they use the orthoperiodic acid (H5IO6) - could you maybe be using the meta- form ? (HIO4).

Not sure of the difference in reactivity between the two forms would be, but presumably there is some difference...
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