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Problem with the Claisen condensation

Problem with the Claisen condensation - Organic Chemistry Forum

Problem with the Claisen condensation - Organic Chemistry Forum


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Old 11-04-2003, 05:06 PM
Steven
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Default Problem with the Claisen condensation




[Only registered users see links. ] (Marcin Ptaszek) wrote in message news:<bnub52$[Only registered users see links. ].EDU>...

Hi Marcin,

the problem which you encountered, is an old topic. The reason is due
to the unprotected phenolic hydroxyl group, since due to tautomerism
this reaction does not takes place.
But to obtain successfully your target molecule, you have to do this
reaction after you have protected the phenolic hydroxyl group. Then
the reaction will work. See the following patent: Thorton, D.A.; et
al: US Patent Appl.
US 3,281,493 (also as corresponding British Patent GB 948,494). This
patent is cited in Chem. Abstr. Vol. 60, 1964, 11950h.

Steven
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Paul J. Franklin(moderator - sci.chem.organic.synthesis)
[Only registered users see links. ]
Georgia State University <[Only registered users see links. ].edu>
Atlanta, GA
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