Patent · US Expired

Method for preparing benzoic acid derivatives

US5214202A · kind A · utility

2Cited by
4References
4Claims
0Family size

Assignee

Inventors

Key dates

Filing dateNov 6, 1991
Grant dateMay 25, 1993
Priority date
Expiry dateNov 6, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C2602/10
  • WIPO fieldPharmaceuticals
  • WIPO sectorChemistry

Abstract

This invention relates to a synthesis method favorable for the industrial production of a benzoic acid derivative having a retinoid activity of the general formula: ##STR1## wherein the derivative can be obtained by a simple procedure in safety with high yield. Specifically, this invention relates to a synthesis method characterized in that only one vessel is needed for several reactions in the different steps of subjecting acetanilide as a starting material, which is readily available and safe to handle, to Friedel-Crafts reaction with 2,5-dimethyl-2,5-dichlorohexane; subjecting the thus obtained compound to acyl exchange reaction with monomethyl ester terephthalic chloride, followed by hydrolysis; and recrystallizing from a mixture of methanol and water. Moreover, the crystals in novel form obtained by the synthesis method of this invention are suitable for formulation, because the amount of solvents remaining therein after recrystallization is small and the grain size thereof is uniform.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.