Process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentan

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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560226, C07C 5948

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046652264

ABSTRACT:
An improved two-step process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid (gemfibrozil) which regularly affords gembibrozil in overall yields in excess of 80% comprises reacting an alkali metal salt of a lower alkyl ester of 2-methylpropanoic acid with 1,3-dibromopropane or 1-bromo-3-chloropropane in a polar aprotic solvent such as tetrahydrofuran, and then reacting the intermediate thus formed with an alkali metal salt of 2,5-dimethylphenol in a mixed toluene/dimethylsulfoxide solvent system.

REFERENCES:
patent: 3674836 (1972-07-01), Creger et al.
patent: 3707566 (1972-12-01), Creger et al.
patent: 3759986 (1973-09-01), Creger et al.
Amer. J.Med., 5/23/83, pp. 23-27, "Effects of Gemfirgozil on Serum Lipids", P. Samuel.

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