Ibuprofen, (+-)- → (S)-ibuprofen N-octyl-D-glucamine salt

Participants

Reaction Conditions

Reaction Steps

Racemic ibuprofen (27.03, 131.03 mmol), N-octyl-D-glucamine (16.35 g, 55.73 mmol), and isopropanol (150 mL) were heated to 80° C., forming a clear solution, and the solution then cooled to 33° C. over 4 hours. The resulting precipitate was recovered by filtration, washed with isopropanol, and dried to give (S)-ibuprofen N-octyl-D-glucamine salt (23.95 g, 47.93 mmol, 73.2% yield, 99.0% ee).

Provenance & Evidence