Process for the optical resolution of DL-p-hydroxy-phenylglycine

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07C14500

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043093620

ABSTRACT:
Seed crystals of an optically active enantiomer of any one of p-hydroxyphenylglycine benzenesulfonate, p-hydroxyphenylglycine p-ethylbenzenesulfonate, p-hydroxyphenylglycine o-toluenesulfonate or p-hydroxyphenylglycine sulfosalicylate are added to a supersaturated solution of the racemic modification of the corresponding p-hydroxyphenylglycine salt. Crystallization of the optically active enantiomer results. Then, the crystals are recovered. Alternatively, crystals of the optically active enantiomer may be added to a hot solution of the racemic modification of the corresponding p-hydroxyphenylglycine salt to produce a supersaturated solution thereof. The solution is then cooled to crystallize out the optically active enantiomer. Optically active p-hydroxyphenylglycine benzenesulfonate, optically active p-hydroxyphenylglycine p-ethylbenzenesulfonate, optically active p-hydroxyphenylglycine o-toluenesulfonate or optically active p-hydroxyphenylglycine sulfosalicylate is thereby obtained.

REFERENCES:
patent: 3994962 (1976-11-01), Shirai et al.
Secor, Chemical Reviews 63, 297-308 (1963).

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