|Chapter 15: Alcohols, Diols and Thiols|
Reductions of Aldehydes
Reactions usually in Et2O or THF followed by H3O+ work-ups
Reaction type: Nucleophilic Addition
The nucleophilic H in the hydride reagent adds to the electrophilic C in the polar carbonyl group in the aldehyde, electrons from the C=O move to the O creating an intermediate metal alkoxide complex.
(note that all 4 of the H atoms can react)
This is the work-up step, a simple acid/base reaction. Protonation of the alkoxide oxygen creates the primary alcohol product from the intermediate complex.
|© Dr. Ian Hunt, Department of Chemistry, University of Calgary|