Comments on: Synthesis of Benzene Derivatives (2) – Polarity Reversal

By: James Ashenhurst

James Ashenhurst — Tue, 26 Mar 2024 18:12:52 +0000

In reply to Vishwajeet. The Clemmensen won't reduce an amide bond. It's possible to reduce an amide to an amine using lithium aluminum hydride, however (LiAlH4).

By: Vishwajeet

Vishwajeet — Tue, 26 Mar 2024 15:23:08 +0000

Can you explain the clemenssin reduction if amide group is present in the compound

By: James Ashenhurst

James Ashenhurst — Thu, 31 Oct 2019 20:37:06 +0000

In reply to Sina riahi. Once the Baeyer-Villiger has occured, you could treat the ester with aqueous base (saponification) to get the carboxylic acid. The carboxylic acid could then be turned into an acid chloride with SOCl2 (or similar). Then, treatment with a Gilman reagent (organocuprate) would give you the ketone from the acid chloride.

By: Sina riahi

Sina riahi — Wed, 30 Oct 2019 19:15:58 +0000

After doing baeyer villiger on a ketone, how can we get our ketone back from ester ?reduction with what works?

By: James Ashenhurst

James Ashenhurst — Wed, 15 May 2019 17:06:03 +0000

In reply to Almett. Fixed. Thanks!

By: Almett

Almett — Sat, 29 Dec 2018 02:20:53 +0000

Thanks for the great post!
the clemmensen reduction to alkanes step at the link (click here to see a pop-up image of one approach for performing this synthesis in the forward direction). is incorrect!