Process for the preparation of D-(-)-4-hydroxyphenylglycine and L-(+)-4-hydroxyphenylglycine, starting from D.L.-4-hydroxyphenylglycine
OwnerGerard Kesselsinventor
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OwnerGerard Kesselsinventor
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The invention relates to a process for the preparation of D-(-)-4-hydroxyphenylglycine and L-(+)-4-hydroxyphenylglycine starting from D.L.-4-hydroxyphenylglycine. According to the invention the D.L.-4-hydroxyphenylglycine is dissolved in a suitable solvent or a mixture of solvents at an increased temperature, which solvent mixture comprises an organic solvent, H.sub.2 SO.sub.4 and water. Then the solution obtained is cooled and to the cooled solution are added D-(-)-4-hydroxyphenylglycine sulphate inoculation crystals for crystallizing the D-(-)-4-hydroxyphenylglycine sulphate, followed by filtering of the formed crystals. For recovery of L-(+)-4-hydroxyphenylglycine sulphate remaining in the mother liquor, the mother liquor is heated, followed by addition of D.L.-4-hydroxyphenylglycine and a solution of H.sub.2 SO.sub.4 and water. The resulting solution is cooled down, followed by addition of L-(+)-4-hydroxyphenylglycine sulphate inoculation crystals, from which mixture after further cooling the L-(+)-4-hydroxyphenylglycine sulphate crystallizes.
A process for the preparation of D-(-)-4-hydroxyphenylglycine and L-(+)-4-hydroxyphenylglycine starting from D.L.-4-hydroxyphenylglycine, comprised of dissolving D.L.-4-hydroxyphenylglycine in a suitable solvent or a mixture of solvents at an increased temperature of 40.degree. C. to 100.degree. C., which solvent mixture comprises an organic solvent, 0% to 30% water H.sub.2 SO.sub.4 in a molar ratio of 1:1 to the added D.L.-4-hydroxyphenylglycine, after which the solution obtained is cooled to 40.degree. C. to 0.degree. C. and to the cooled solution are added D-(-)-4-hydroxyphenylglycine sulphate inoculation crystals at a quantity of 2 weight percent or more of the dissolved D.L.-4-hydroxyphenylglycine for crystallizing the D-(-)-4-hydroxyphenylglycine sulphate, followed by filtering of the formed crystals, while for recovery of L-(+)-4-hydroxyphenylglycine sulphate remaining in the mother liquor, the mother liquor is heated until 40.degree. C. to 100.degree. C., followed by the addition of D.L.-4-hydroxyphenylglycine and H.sub.2 SO.sub.4 in water in a molar ratio of 1:0.5, after which the thus obtained solution is cooled down until 40.degree. C. to 0.degree. C. followed by addition of L-(+)-4-hydroxyphenylglycine sulphate inoculation crystals at a quantity of 2 weight percent or more of the dissolved D.L.-4-hydroxyphenylglycine, from which mixture after further cooling the L-(+)-4-hydroxyphenylglycine sulphate crystallizes;
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