zum Directory-modus

Comparison of Various Hydrogenation Methods

Reduction with Lithium Aluminum Hydride

Functional groups are listed in ascending order of reducibility.

Tab.1
Overview of the reduction of organic functional groups with lithium aluminum hydride
EductProductReduction
Fig.
Alkene
inert
Fig.
Nitro compound
Fig.
Azo compound
very difficult
Fig.
Nitrile
Fig.
Amine
Fig.
Carboxylate anion
Fig.
Alcohol
Fig.
Ester
Fig.
Alcohol
Fig.
Acyl chloride
Fig.
Alcohol
Fig.
Ketone
Fig.
sec-Alcohol
Fig.
Aldehyde
Fig.
Alcohol
facile

A comparison of these data with those for borane reductions show that compounds which are easily reduced with lithium aluminum hydride are difficult to reduce with borane and vice versa.

Page 2 of 4