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Topic: carrying grignard reaction in aqous medium  (Read 7296 times)

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chemendure

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carrying grignard reaction in aqous medium
« on: May 11, 2004, 06:07:01 PM »
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Hello,
I am facing a major question here, I am wondering if anyone know if I can carry out the reaction of glutaraldehyde with grignard reagent (any) when I am in aqous medium. one end of glut is cross-linked the other end is free and I am trying to convert the free end to an alcohol group. is the reaction at room temp? and is it possible in water medium? how do I later remove the OH MgX?
thank you  

Offline Mitch

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Re:carrying grignard reaction in aqous medium
« Reply #1 on: May 11, 2004, 10:47:48 PM »
Grinards should never be done in water, they are notoriously moisture sensitive.

Can you put the structure of GUT on the forum, I'm unfamiliar with it.
« Last Edit: May 11, 2004, 10:57:18 PM by Mitch »
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Offline Scratch-

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Re:carrying grignard reaction in aqous medium
« Reply #2 on: May 11, 2004, 11:31:56 PM »
ChemFinder lists glutaraldehyde as C5H8O2
« Last Edit: May 11, 2004, 11:33:24 PM by Scratch- »
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Offline Mitch

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Re:carrying grignard reaction in aqous medium
« Reply #3 on: May 12, 2004, 01:50:01 PM »
one end of glut is cross-linked the other end is free and I am trying to convert the free end to an alcohol group.

What do you mean here?
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GCT

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Re:carrying grignard reaction in aqous medium
« Reply #4 on: May 14, 2004, 07:13:37 PM »
Quote
Hello,
I am facing a major question here, I am wondering if anyone know if I can carry out the reaction of glutaraldehyde with grignard reagent (any) when I am in aqous medium. one end of glut is cross-linked the other end is free and I am trying to convert the free end to an alcohol group. is the reaction at room temp? and is it possible in water medium? how do I later remove the OH MgX?

Mg is reactive toward acidic agents and thus water should not be used.  Try lithium aliminum chloride followed by a refluxing with acid; you would need to use this even in a non-aqueous solution since the grinard reagent would react twice with the aldehyde.

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