3-Phenyl-2-propen-1-ol into ?

Vitriodor · Thu Aug 25, 2005 2:48 am

Normally I would look first myself before asking but because of lack of time and the fact that the offer is not for ever my neighbour would like to know if it is possible to convert this smelly stuff phenyl-2-propen-1-ol into something more useful or better smelling with chemicals that are not too exotic. At the moment the stuff is mixed with another very useful compound for which she has plenty ideas....

I can imagine one can get rid of the hydroxy group, do an isomerisation (if needed) , and oxidize the iso double bond.

Vit

java · Consumer

I can work better seeing the compund structure as the name always escapes me.......

(cinnamyl alcohol)

but it looks like you need to remove the OH, which is something I've lookes at quite extensively as i tried to do OTC removal of the OH on a amiono alcohol(phenyalaninol), but without access to thionyl chloride or any of the Phosphorous acids, the only OTC route is the ZnCl+ Hcl....warmed a bit .....or try some of the cyanuric acid type of mixtures.......java

Vitriodor · Thu Aug 25, 2005 3:34 am

Thanks Java.....could PCl3 be used to get rid of the hydroxy?? She told me she´ll order the stuff anyway, whether she´s gonna use the cinnamyl alcohol fraction or not....In the mean time I´ll have a better look in literature for her. The ZnCl route should not be a problem though...

Vit

sam · Thu Aug 25, 2005 3:50 am

Until java replies.........Yes, any of the phosphorous halides will halogenate the OH but the problem is availability......if that's not an issue, then you got a good compound with many possibilities........sam

P.S. report your success with the ZnCl + HCl chlorination and the removal of the by products from your reaction......

Vitriodor · Thu Aug 25, 2005 3:59 am

My neighbour will be thrilled...she just happens to have bought 500 mls of this fuming nasty stuff that´s called phosphortrichloride. If someone has references to articles that may be useful please let me know so I can look them up.