Re: ORGLIST: reduction of nitro compound

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From: ilovich$##$pob.huji.ac.il
Date: Thu Mar 09 2006 - 17:03:51 EST

I have tried this reaction and another one from a follow up article using
raney-Ni and formic acid on a nitrated vanillic derivative and got absolutly
nothing on both reactions.
either it needs reflux and not RT or it is a total sham.
i'd try Pd/C under 30-60psi of hydrogen or if that is not possible than raney-Ni
with hydrazine hydrate under reflux conditions (which won't reduce the aldehyde
- it doesn't reduce an acid) but be careful that you don't stop the reaction
before the hydroxylamine is transformed into the final amine product
Ohad

Quoting Mugunthan G <mugunthan_gee$##$yahoo.co.in>:

> hi Diogo,
> i hope reduction of nitro group may go smooth with zinc and
> ammonium formate, reference:
> Zinc-Catalyzed Ammonium Formate Reductions:
> Reduction of Nitro Compounds By D. Gowda, B. Mahesh, & G. Shankare, Ind. J.
> Chem. Sect. B, 40, 75-77 (2001)
> this u can get from www.rhodium.ws
>
> with regards
> mugunthan
>
>
>
> ---------------------------------
> Jiyo cricket on Yahoo! India cricket
> Yahoo! Messenger Mobile Stay in touch with your buddies all the time.

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