Process for the optical resolution of DL-2-(4-hydroxyphenyl)glyc

Details Process for the optical resolution of DL-2-(4-hydroxyphenyl)glyc Process for the optical resolution of DL-2-(4-hydroxyphenyl)glyc

1975-09-12

1977-04-05

Morgenstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26050119, 260503, C07C10130

Patent

active

040162052

ABSTRACT:
This invention relates to a process of resolving D and L-2-(4-hydroxyphenyl) glycine. DL-2-(4-hydroxyphenyl) glycine is treated with d-3-bromo-2-oxo-10-bornanesulfonic acid to form a mixture of d-3-bromo-2-oxo-10-bornanesulfonic acid salts of D- and L-2-(4-Hydroxyphenyl) glycine. This mixture is treated with a solvent selected from the group consisting of isobutyl alcohol, a mixture of a lower alkanol and chloroform, or a mixture of a lower alkanol and toluene. The precipitate containing the d-3-bromo-2-oxo-10 bornanesulfonic acid salt of L-2-(4-hydroxyphenyl) glycine is collected. The corresponding acid salt of D-2-(hydroxyphenyl) glycine is collected from the mother liquor. D- and L-2-(4-hydroxyphenyl) glycine are then recovered by conventional means.

REFERENCES:
patent: 3381031 (1968-04-01), Dwyer et al.
patent: 3832388 (1974-08-01), Lorenz
patent: 3890379 (1975-06-01), Schawartz

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