Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1987-08-07
1988-04-05
Lone, Werren B.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560191, 562593, 562596, C07C 6714, C07C 6752
Patent
active
047360593
ABSTRACT:
The present process produces the meso dialkyl 2,5-dihaloadipate from a mixture of the racemic dialkyl 2,5-dihaloadipate and meso 2,5-dihaloadipate. In the disclosed process, a 2,5-dihaloadipoyl halide is formed under conditions which result in the formation of an acidic compound. The 2,5-dihaloadipoyl halide is then esterified under conditions wherein the ester of the dihaloadipoyl halide is allowed to remain in contact with the acidic compound, thus allowing the racemic diester to epimerize in the presence of the acidic compound to the meso form and then the meso diester spontaneously crystallizes. In the last stage, the meso diester produced is removed.
REFERENCES:
patent: 3947445 (1976-03-01), Henry et al.
Cignarella et al., J. Org. Chem. 26, 1500-1504 (1961).
Le Sueur, J.C.S., vol. 95, pp. 273-279, (1909).
Willstatter et al., Chem Ber, 35, 2065-2073, (1902).
Ingold, J. Chem. Soc. 951-970, (1921).
Blackman & Baltzly, J. Org. Chem., 26, 2750-2755, (1961).
Sturm & Henry, J. Med. Chem. 17, 481-487, (1974).
Lowe et al., J. C. S., Perkin I, 2024-2029, (1973).
Ito et al, Tetrahedron Let., 4643-4646, (1985).
Kurihara et al., Tetrahedron Let., 5831-5834, (1985).
Buckman et al., J. Amer. Chem. Soc. 64., 2696-2700, (1942).
O'Neill Brian T.
Watson, Jr. Harry A.
Akers Lawrence C.
Clarke Vera C.
Lone Werren B.
Pfizer Inc.
Richardson Peter C.
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