RebeccaOlson
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Phenylacetic acid to ethylbenzene?
Hi guys, is it possible to reduce phenylacetic acid to ethylbenzene? I know the double bonded oxygen can be removed with LiAlH, but I don't know how
to remove the OH. Thank you <3
[Edited on 19-3-2017 by RebeccaOlson]
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JJay
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It's not trivial... you could reduce it to 2-phenylethyl alcohol with lithium aluminum hydride, dehydrate it with sulfuric acid to styrene, and reduce
the styrene by catalytic hydrogenation, but none of these steps are particularly high-yielding, and you might as well just start with styrene.
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RebeccaOlson
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BABE! Thanks heaps 
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Db33
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why on earth would u do this? ethyl benzene is very easy to obtain, whereas PAA is very hard.
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RebeccaOlson
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Hahaha it's for theory, I didn't want to use benzoic acid and toluene because they might be affected by the ring. Would LiAlH, then chromyl chloride,
then more LiAlH work too?
EDIT: That won't work 
[Edited on 19-3-2017 by RebeccaOlson]
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CuReUS
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you could do it in 4 ways:-
1.using HI/red P-http://www.askiitians.com/forums/Organic-Chemistry/can-red-p...
2.using Et3SiH -http://chemistry.mdma.ch/hiveboard/serious/000194986.html
3.Convert it to ester then this-http://chemistry.mdma.ch/hiveboard/chemistrydiscourse/000433...
4.By electrochemistry
| Quote: | | I don't know how to remove the OH. |
http://www.organic-chemistry.org/synthesis/C1H/deoxygenation...
It would if you used TCT/DMF instead of chromyl chloride -http://pubs.acs.org/doi/abs/10.1021/ol017168p
[Edited on 19-3-2017 by CuReUS]
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