Sciencemadness Discussion Board

Aluminum hydride from LiAlH4

FormerBeagle - 23-6-2019 at 15:28

I have seen reference to adding small amounts of 100% sulfuric acid to LiAlH4 to make a more active reducing agent. My understanding is that this produces aluminum hydride. In my own work, I have used the addition of AlCl3 to LAH for more stubborn functional groups. Is there some advantage to the sulfuric acid method?

draculic acid69 - 24-6-2019 at 00:25

What does adding alcl3 to LAH do?

FormerBeagle - 24-6-2019 at 14:29

It increases the reducing activity quite a bit by converting it to aluminum hydride. For instance, for N-monoalkyl tryptamines, LAH by itself only sluggishly reduced the amides. The addition of AlCl3 dramatically decreased reaction times.

Keras - 24-6-2019 at 22:34

You can also boost the reducing power of sodium borohydride using various mineral additives. IMO, sodium borohydride is much cheaper and easier to store and handle than lithium-aluminium hydride.