Process for optically resolving 2-(3-benzoylphenyl) propionic ac

Details Process for optically resolving 2-(3-benzoylphenyl) propionic ac Process for optically resolving 2-(3-benzoylphenyl) propionic ac

1997-06-09

1998-12-22

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

C07B 5700

Patent

active

058522093

ABSTRACT:
Provided is a process for separating (S)- or (R)-2-(3-benzoylphenyl)propionic acid from a mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid, which comprises (1) reacting the mixture of (S)- and (R)-2-(3-benzoylphenyl)propionic acid with (S)- or (R)-3-methyl-2-phenylbutylamine in a suitable solvent to form a diastereomer salt of (S)-2-(3-benzoylphenyl)propionic acid with (S)-3-methyl-2-phenylbutylamine or a diastereomer salt of (R)-2-(3-benzoylphenyl)propionic acid with (R)-3-methyl-2-phenylbutylamine; (2) separating the diastereomer salt from the reaction mixture; and (3) liberating the separated diastereomer salt to give (S)- or (R)-2-(3-benzoylphenyl)propionic acid. According to the present process, it is possible to obtain optically active (S)- or (R)-2-(3-benzoylphenyl)propionic acid having 99% or more of high optical purity in a high yield. Thus, the present process is a practical and efficient process which can simplify purification steps and can be applied for an industrial production process.

REFERENCES:
patent: 3641127 (1972-02-01), Farge et al.
patent: 4983765 (1991-01-01), Lukas et al.
patent: 5162576 (1992-11-01), Manimaran et al.
patent: 5191112 (1993-03-01), Nohira et al.
patent: 5321154 (1994-06-01), Nohira

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