Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: maxjonas on November 01, 2019, 07:30:02 PM

Title: Nitrostyrene reduction to ethylaniline!!
Post by: maxjonas on November 01, 2019, 07:30:02 PM

I'm currently researching the reduction of Nitrostyrene to ethylaniline over a Pd/C catalyst and I'm finding it very hard to find anything useful. If anyone knows of any papers or books that would help with this or has any experience with this synthesis and wouldn't mind answering some of my questions id be hugely appreciative.

Title: Re: Nitrostyrene reduction to ethylaniline!!
Post by: AWK on November 02, 2019, 06:47:08 AM

There are three isomers of nitrostyrene. It can be expected that they may be reduced in other conditions. There are probably people in your laboratory who have already performed similar reductions.
You should ask them for advice, but less generally.

Title: Re: Nitrostyrene reduction to ethylaniline!!
Post by: rolnor on November 02, 2019, 12:29:42 PM

Its important to reduce the double-bond before the nitro group is reduced, otherwise there will be michael-type addition of the aminogroup on the starting nitro-styrene.
This reaction is possible to do with LAH in ether, to avoid the afforementioned problem the LAH should be added very slowly in the beginning of the reaction.