Fumaric Acid → HCID 9874450, compound

Participants

Reaction Steps

To a solution of (S)-(−)-2-(3,5-di-tert-butyl-4-butyl-4-hydroxyphenyl)-3-[3-[N-methyl-N-[2-(3,4-methylenedioxy-phenoxy)ethyl]amino]propyl]-1,3-thiazolidin-4-one (380 mg, 0.70 mmol) synthesized according to the process described in JP No. 6-206842/1994 in ethanol (10 ml) was added a solution of fumaric acid (65 mg, 0.56 mmol) in ethanol (10 ml) (prepared under preheating) and the mixture was stirred, then the solvent was removed under reduced pressure. The residue was combined with n-hexane and cooled in a freezer for 4 hours, then ether was added. The precipitate was filtered off and dried to give a white amorphous powder of the fumaric acid salt (300 mg). To a solution of this powder (52 mg) in acetone (1 ml) was added water (3 ml), and the mixture was heated under reflux for 10 minutes, then stirred at room temperature overnight. The resulting precipitate was filtered with suction, washed with water and dried to give white crystals (36.5 mg). mp: 109-117° C. Elementary analysis: calculated for C34H46N2O9.H2O: C, 60.34, H, 7.15, N, 4.14; found: C, 60.52, H, 6.84, N, 4.19.

Provenance & Evidence