I want to reduce amidic carbonyl group to methylene only in a compound which contains both amide and acetyl groups?
If I get it correctly, you want to reduce an amide to hydrocarbon selectively in the presence of an acetyl group?
If this is correct, I think it is very difficult and substrate dependent.
1, It is possible to selectively reduce certain amides to amines in the presence of an ester
http://www.organic-chemistry.org/synthesis/C1H/reductionamides.shtm some references are provided here at OrgChem portal.
2. To reduce the amide directly to the hydrocarbon has been reported before with specific substrate scope
http://pubs.acs.org/doi/abs/10.1021/acscatal.6b03040
To reduce an amide or amine more generally, it will likely need to go through a ketone/aldehyde or alcohol intermediate, without more details I don't think it is likely for the acetyl group to survive so many steps.
Mohammed
To the best of my knowledge to perform such transformation you should
1-protect your acetyl group as ketal
2- reduce the amide , see
--- Bailey, Christopher L.; Joh, Alexander Y.; Hurley, Zefan Q.; Anderson, Christopher L.; Singaram, Bakthan, Journal of Organic Chemistry (2016), 81(9), 3619-3628
3- de-protect your carbonyl
Good luck
good answer Adel Amer
Dear prof, Adel
I appreciate your prompt and useful reply
thanks and regards
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