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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: JeffG on March 05, 2010, 03:27:10 PM

Title: Reduction using Pd/C NH4COOH
Post by: JeffG on March 05, 2010, 03:27:10 PM

Hello.

I am trying to remove a protection group by using Pd/C ammonium formate. Normally I am using Pd/C and hydrogen which goes smooth. There is no precipitate in that reaction or from the removed products.

In my understanding NH4COOH would decompose to ammonia, carbon dioxide and hydrogen (only gasses), but in my reaction there is formed some white precipitate? Anyone who knows what that could be? It makes my reaction less homogenious.

Thanks in advance.

Title: Re: Reduction using Pd/C NH4COOH
Post by: fawad0418 on March 05, 2010, 04:28:01 PM

probably formamide...but this rxn according to my experience depends on amount of methanol...something like 1ml of MeOH per mmole of substrate leads to cleaner n faster rxn compared to Pd/C, H2....cheers

Title: Re: Reduction using Pd/C NH4COOH
Post by: JeffG on March 09, 2010, 01:02:51 PM

Thanks.

I believed that formamide only came if it was heated.