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I have seen that cyclohexanone can react with methyl vinyl ketone to form a fused bicyclic cyclohexenone, I am wondering if the same reaction can be used to produce cyclohexenone the single ring product.

I have since seen that the process can be acid catalyzed in Tetrahedron Lett. 1971, 12 (52), 4995–4996, might there be any obstruction to the formation of the cyclohexenone product?

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    $\begingroup$ There's just too much that can go wrong here. Acetaldehyde is very good at self-condensing when exposed to strong base. $\endgroup$ – Waylander May 19 at 7:20
  • $\begingroup$ What if the acetaldehyde was diluted and added drop wise to vinyl ketone slowly. $\endgroup$ – Jack May 19 at 9:59
  • $\begingroup$ Acetaldehyde also polymerises under acid catalysis. I can find no references to a succesful reaction between acetaldehyde and MVK, though I do not have access to Scifinder. $\endgroup$ – Waylander May 19 at 10:52

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