Sciencemadness Discussion Board

octadec-9-ene

rannyfash - 2-5-2012 at 05:33

how else would i produce octadec-9-ene from oleic acid using a reducing agent other than LiAlH4 with one or multiple steps??

[Edited on 2-5-2012 by rannyfash]

bbartlog - 2-5-2012 at 11:32

Wouldn't LAH yield the alcohol rather than the alkene?
Anyway, reduction of carboxylic acids to the corresponding alkanes is hard and I think you should find some other way of doing whatever it is you're trying to do.
In theory though: diborane in ether to yield the alcohol, then maybe the Barton-McCombie reaction to reduce the alcohol to the alkene? But I suspect that the double bond in the alkene is going to be attacked somewhere along the line.

rannyfash - 2-5-2012 at 12:31

its a shame really :(, guess im going to have to make some LiAlH4 myself

[Edited on 2-5-2012 by rannyfash]