Journal of Organic Chemistry p. 4147 - 4151 (1981)
Update date:2022-08-05
Topics:
Serota, S.
Simon, J. R.
Murray, E. B.
Linfield, W. M.
A facile three-step procedure has been developed for the synthesis of α-substituted acrylic acids.In the first step, a carboxylic acid having no α-substituents is condensed with 2-amino-2-methylpropanol (AMP) to form the corresponding oxazoline.The oxazoline reacts readily with paraformaldehyde to give an intermediate mixture of mono- and dimethylol derivatives which upon heating forms the α-methylene derivatives of the oxazoline.The latter, upon acid hydrolysis, yields the α-substituted acrylic acid generally in an overall yield of above 70percent and the acids are usually at least 95percent pure.
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