Hydrochloric Acid → 5-[2-Hydroxy-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-methyl-pentylamino]-phthalide

Participants

Reaction Conditions

Reaction Steps

688 mg of 5-acetamidophthalide in 15 ml of dimethylformamide is mixed under argon at 0° C. with 108 mg of an 80% sodium hydride/oil suspension. After 10 minutes of stirring at this temperature, 556 mg of 4-toluenesulfonic acid-[2-hydroxy-4-(5-fluoro-2-methoxyphenyl)-2-trifluoromethyl-pentyl]-ester is added. After 16 hours of stirring at 60° C., it is added to 1 M hydrochloric acid, neutralized with potassium carbonate and extracted with ethyl acetate. After drying (Na2SO4), the crude product is chromatographed on silica gel. With hexane/ethyl acetate (60:40), the title compound is obtained in a crystalline state, flash point 148-149° C.

Provenance & Evidence