Thursday, 10 December 2015

organic chemistry - How can an aromatic ketone be reduced in the presence of a nitro group?



Is it possible to reduce an acyl group to an alkane, but still keep a nitro group intact without its reduction to an amino group? A Clemmensen reduction would reduce the nitro group, and it seems like other reducing agents will also reduce the nitro group to an amino group. Would some other mechanism be better suited for this reaction?


For instance, how can I selectively reduce 1-(3-nitrophenyl)propan-1-one to 1-nitro-3-propylbenzene?


Reaction scheme




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readings - Appending 内 to a company name is read ない or うち?

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