Patent ID: 7060854
Filing Date: 2006-06-13
Classification: C07C

Abstract:
1. A method of providing isolated orthorhombic crystalline 4-[6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenylthio)propoxy]-2-propylphenoxy]butyric acid, which orthorhombic crystalline form (i) is substantially free of monoclinic crystalline forms as evidenced by powder x-ray diffraction (PXRD) analysis showing the absence of doublet peaks between about 11.5 and 16 (2-Theta scale), and (ii) exhibits at least twice the solubility of a monoclinic crystalline form at 30° C. in aqueous ethanol, comprising: (a) dissolving 4-[6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenylthio)propoxy]-2-propylphenoxy]butyric acid in 5 to 10 parts by weight of ethanol and 1 to 10 parts of water agitating the resulting suspension at 20–25° C. for 15–60 minutes and then cooling to 5–10° C. for an additional period of 1–4 hours; (b) adding to this suspension 5 to 15 parts of water and agitating the mixture at 5–10° C. for an additional period of 1–4 hours; and (c) isolating orthorhombic crystals of 4-[6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenylthio)propoxy]-2-propylphenoxy]butyric acid, which are substantially free of monoclinic crystalline forms.