Resolution of enantiomeric complexes of nickelous chloride and a

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

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C07D22310, C07D22312

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042592399

ABSTRACT:
A racemic mixture of D- and L- forms of alpha-aminocaprolactam ("ACL") dissolved in e.g. ethanol is resolved, and preferably the undesired form remaining is solution is simultaneously racemized, by forming a supersaturated solution of the D,L-(ACL).sub.3 NiCl.sub.2. EtOH complex; providing an optically active form of lysine (e.g. L-lysine) as crystallization inhibitor of the undesired enantiomer of said complex (e.g. the D-form), and crystallizing a portion of the desired form of the complex from the solution. The undesired form remaining in solution can be simultaneously racemized by providing a strong base and an excess of ACL over the stoichiometric proportion required to form the complex. The recovered crystals of the desired form of the complex can be processed to afford the desired form of ACL, and to recover the nickel reagent. The ACL can be converted to the desired form of lysine, a nutritionally valuable amino acid.

REFERENCES:
patent: 3941776 (1976-03-01), Sifniades et al.
patent: 3988320 (1976-10-01), Sifniades et al.
patent: 4062839 (1977-12-01), Sifniades et al.

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