Hydrolysis of acetals to give aldehydes and ketones

by James

Description: Addition of aqueous acid to acetals will transform them back into ketones (or aldehydes). This is often referred to as “deprotection” of ketones (or aldehydes).
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{ 5 comments… read them below or add one }

Mathew September 8, 2012 at 3:22 pm

Hello – I am a bit confused about the introductory “notes” section. You state that the alcohol is used in great excess over water, but wouldn’t that lead to the formation of the acetal? I would imagine that having water in excess would drive the forward reaction instead.

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james September 8, 2012 at 7:09 pm

you are right. Thanks for spotting! fixed the typo

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Ali September 25, 2012 at 12:29 pm

The structure for TsOH is wrong. p-toluenesulphonic acid has a para methyl group….
cheers

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james September 26, 2012 at 12:29 pm

Fixed. Thanks!

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Andres Vanegas July 15, 2014 at 5:35 pm

Can you explain the last bullet in the opening notes? Isn’t this deprotection and not protection?

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