Process and preparation of .alpha.-alkoxy acetic acids and their

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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560 17, 560 55, 560 59, 560 61, 562401, 562465, 562469, 562471, 562472, 568 46, C07C31920, C07C 5109

Patent

active

051459922

ABSTRACT:
A process for producing an .alpha.-alkoxy acetic acids and salts thereof which comprises reacting an alcohol of the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 can be hydrogen, alkyl, alkoxy, halo, phenyl, substituted phenyl, or hydroxy; A can be S, O or --CH.sub.2 --; and Alk is straight or branched chain alkylene, with a base in an aprotic solvent, then reacting the resulting alkoxide with a monohaloacetic acid ester to give an alkoxyacetate followed by reaction of the alkoxyacetate with a hydrogen halide, organic acid or Lewis acid in nitromethane to give the corresponding .alpha.-alkoxyacetic acid which then may be recovered or may optionally be converted to the corresponding salt by contracting the .alpha.-alkoxyacetic acid with a base.

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Taylor, et al., J. Org. Chem., 53:35-38, (1988).
Fuson, et al., Organic Synthesis Collected Volumes, 2:260-262, (1943).

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