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Author Topic: deprotonation of an alcohol  (Read 6023 times)

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indietro

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deprotonation of an alcohol
« on: January 23, 2010, 01:36:59 PM »

i was wondering if NaH is able to deprotonate an alcohol. I've included the compound that contains the alcohol i want to deprotonate. (I want to deprotonate it so that I can add an alkyl halide to make an ether) thanks in advance :)

« Last Edit: January 23, 2010, 02:23:59 PM by indietro »
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stewie griffin

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Re: deprotonation of an alcohol
« Reply #1 on: January 23, 2010, 02:38:48 PM »

NaH will definitely deprotonate alcohols. I do it all the time when I protect as a benzyl group using NaH and BnBr.
I use NaH in THF.
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indietro

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Re: deprotonation of an alcohol
« Reply #2 on: January 23, 2010, 02:56:12 PM »

so since there is a benzene with a substituent should I use Na-H in THF as you suggest, to protect the ring?
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