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Author: Subject: Phenylpropanones (P2P) from anilines
Dorsoris
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[*] posted on 16-6-2018 at 16:08
Acetone to P2P via ketene

I'm working on a scheme involving an upgrading of acetone involving pyrolysis to form intermediate ketene which is further reacted with acetone to formisopropenyl acetate which is separated from the reaction as a liquid.

The isopropenyl acetate is reacted further with diazotized aniline to form phenyl-2-propanone(P2P). I can delete & repost this part if this is not the correct forum for P2P chemistry.

[file]68881[/file]

P2P from acetone via ketene.jpg - 25kB
Dorsoris
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[*] posted on 16-6-2018 at 16:20


This chemistry was developed by a major chemical company around the m-trifluoromethyl derivative as a starting material for the now banned diet drug fenfluramine. It's still in a box of my file cabinet contents from a move.
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[*] posted on 16-6-2018 at 18:14


I envision 2 zones: first, the high temperature reaction zone to convert acetone feed into ketene in the vapor phase; second, a reaction zone where the ketene would be reacted with an excess of acetone followed by a condenser phase where the mixed acetone & isopropenyl acetate would be isolated as a mixture of 2 liquids. This mixture would be fractionally distilled to remove the more volatile acetone, which would be recycled.
zed
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[*] posted on 25-6-2018 at 16:09


There is a YouTube video on the subject.

https://www.youtube.com/watch?v=g9sPlMkYEIw&t=188s

Excellent opportunities for death, while working with Ketene.

Likewise, Anilines and Benzene Diazonium Salts.

[Edited on 26-6-2018 by zed]

[Edited on 26-6-2018 by zed]
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VSEPR_VOID
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[*] posted on 26-6-2018 at 19:41


I am working on something a lot better, starting maybe from either aspirin, beznyl alcohol, or benzoic acid; not anilines.



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