Reduction of esters to aldehydes using DIBAL

by James

Description: Esters can be reduced to aldehydes with diisobutylaluminum hydride (DIBAL), a bulky source of hydride ion. Content available for Reactionguide members only. Not a member? Get access for about 30 cents / day!

{ 5 comments… read them below or add one }

santosh kumar

please tell me how 3 or 4 molecule of DIBAL are used to reduction of alkyl ester

give me detailed mechanism

Reply

dong

what’s the meaning of Me on this diagram?

Reply

james

Me means “methyl”, or CH3

Reply

Esther

Hey, will lithium tri-tert-butoxyaluminum hydride work here, as well, or just for the acid halides? If not, why the selectivity?
Thanks in advance!

Reply

james

Yep – it will also reduce aldehydes. That’s why it’s important to use only 1 equivalent when reducing acid halides, otherwise you get full reduction to the alcohol.

Reply

Leave a Comment